UCSF

ZINC53683151

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 24th, 2010 43 No

Popular Name: Bromocriptine Bromocriptine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 22260-51-1 , 25614-03-3

Other Names:

(+)-Bromocriptine methanesulfonate

(5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman

(5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman; (5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione; (5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-t

(5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione

(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-2'-(propan-2-yl)-3',6',18-trioxoergotaman

(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-2'-(propan-2-yl)-3',6',18-trioxoergotaman methanesulfonate

(5'alpha)-2-bromo-12'-hydroxy-5'-(2-methylpropyl)-3',6',18-trioxo-2'-(propan-2-yl)ergotaman methanesulfonate (salt)

(5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman

(5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate

(5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate; 2-bromo-alpha-ergocryptine mesylate; bromocriptine mesilate; bromocriptine mesylate

(5xi,5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman methanesulfonate (salt)

(5xi,5'alpha)-2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-3',6',18-trioxoergotaman methanesulfonate (salt); (5xi,5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate (salt); 2-Bromine-alpha-ergocry

(5xi,5'alpha)-2-bromo-12'-hydroxy-5'-isobutyl-2'-isopropyl-3',6',18-trioxoergotaman methanesulfonate (salt)

(6aR,9R)-5-Bromo-N-((2R,5S,10aS,10bS)-10b-hydroxy-5-isobutyl-2-isopropyl-3,6-dioxooctahydro-2H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide

.alpha.-Ergocryptine, 2-bromo-, methanesulfonate

2-Bromine-alpha-ergocryptine methanesulfonate

2-Bromo-.alpha.-ergocryptine monomethanesulfonate

2-Bromo-12'-hydroxy-2'-(1-methylethyl)-5'-alpha-(2-methylpropyl)ergotamin-3',6',18-trione

2-Bromo-12'-hydroxy-2'-(1-methylethyl)-5'-alpha-(2-methylpropyl)ergotamin-3',6',18-trione; 2-Bromo-alpha-ergocryptine; 2-Bromo-alpha-ergokryptin; 2-Bromo-alpha-ergokryptine; 2-Bromoergocryptine Methanesulfonate; 2-Bromoergokryptine; Bromergocryptine; Brom

2-Bromo-12'-hydroxy-5'alpha-isobutyl-2'-isopropylergotaman-3',6',18-trione monomethanesulphonate

2-Bromo-alpha-ergocryptine

2-Bromo-alpha-ergocryptine mesylate

2-Bromo-alpha-ergocryptine methanesulfonate

2-Bromo-alpha-ergokryptin

2-Bromo-alpha-ergokryptine

2-Bromo-alpha-ergokryptine-mesilate

2-Bromo-alpha-ergokryptine-mesilate [German]

2-Bromoergocryptine Mesylate

2-Bromoergocryptine Methanesulfonate

2-Bromoergocryptine monomethanesulfonate (salt)

2-Bromoergokryptine

22260-51-1

22260-51-1 (mesylate (salt))

22260-51-1; Bromocriptine mesilate (JP16); Bromocriptine mesylate (USP); D00780; Parlodel (TN)

22260-51-1; Bromocryptine mesylate; Prestwick_771

25614-03-3

25614-03-3 (Parent)

25614-03-3; Bromocriptine (USAN/INN); D03165

25614-03-3; Bromocriptine; C06856

AC-13601

AC1L1KXP

AC1L1KXS

AC1Q2716

alpha-Ergocryptine, 2-bromo-, methanesulfonate

Alti-Bromocriptine

Apo-Bromocriptine

B 2134

Bagren

BIDD:GT0464

Biomol-NT_000005

BPBio1_001131

BRD-A60274948-066-02-9

BRD-K14496212-001-01-1

Bromergocryptine

Bromergocryptine;Bromocriptin;Bromocriptina [INN-Spanish];Bromocriptine Methanesulfonate;Bromocriptinum [INN-Latin];Bromocryptine;Bromoergocriptine;Bromoergocryptine

Bromergon

Bromocriptin

Bromocriptina

Bromocriptina [INN-Spanish]

Bromocriptine (BAN

Bromocriptine (USAN/INN)

Bromocriptine mesilate

Bromocriptine mesilate (JP15)

Bromocriptine Mesylate

Bromocriptine mesylate (USP)

Bromocriptine mesylate [USAN]

Bromocriptine Methanesulfonate

Bromocriptine [BAN]

Bromocriptine [USAN:BAN:INN]

bromocriptine; bromocriptinum

Bromocriptinum

Bromocriptinum [INN-Latin]

Bromocryptin

Bromocryptine

Bromocryptine mesylate

Bromocryptine methanesulfonate

Bromoergocriptine

Bromoergocryptine

C06856

C32H40BrN5O5

C32H40BrN5O5.CH4O3S

CB 154

CB 154 methanesulfonate (salt)

CB-154

CB-154; CB-154 Mesylate

CCRIS 3244

CHEBI:3181

CHEBI:3182

CHEMBL1200503

CHEMBL493

CID31100

CID31101

D00780

D03165

DAP000282

DAP001462

DB01200

EINECS 244-881-1

EINECS 247-128-5

Ergocryptine, 2-bromo-

Ergocryptine, 2-bromo- (8CI)

Ergoset

Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (5'alpha)-

Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, monomethanesulfonate (salt), (5'alpha)-

Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-,(5'-alpha)-

Ergotaman-3',6',18-trione, 2-bromo-12'-hydroxy-2'-(1-methylethyl)-5'alpha-(2-methylpropyl)-

EU-0100171

HMS1568I04

I06-2158

INN

LS-187089

LS-64540

LS-7234

MolPort-002-512-064

NCGC00024584-04

nchembio873-comp18

NCI60_001365

NSC169774

Parlodel

Parlodel (TN)

Parlodel Snaptabs

Parlodel; Pravidel

PDSP2_001500

Pravidel

Prestwick0_000121

Prestwick1_000121

Prestwick2_000121

Prestwick_771

SPBio_002101

UNII-3A64E3G5ZO

UNII-FFP983J3OD

USAN

USAN); Bromocriptine Mesilate (JAN)

USAN); Bromocriptine Mesilate (JAN); Bromocriptine Mesylate (FDA

USAN); Bromocriptine Mesylate (FDA

USP

USP)

USP); Bromocriptine Mesilate (JAN)

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 3.60 7.13 -16.86 3 10 0 118 654.606 5 ↓
Hi High (pH 8-9.5) 3.60 7.64 -47.34 2 10 -1 121 653.598 5 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 8.58e-02 g/l DrugBank-approved
Patent Database Links EP1099438; EP1136071; EP1148054; EP1254661; EP1256343; EP1568770; EP1576985; EP1661571; EP1666040; EP1776955; EP1815854; EP1870096; EP1952813; EP1987815; US2002128247; US2002147336; US2003026850; US2004077694; US2004077716; US2004087659; US2004110951; US2 ChEBI
UniProt Database Links PRLHR_HUMAN ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT1A-1-E Serotonin 1a (5-HT1a) Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 24 0.25 Binding ≤ 10μM
5HT6R-2-E Serotonin 6 (5-HT6) Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 50 0.24 Binding ≤ 10μM
ADA1A-1-E Alpha-1a Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 514 0.20 Binding ≤ 10μM
ADA2A-1-E Alpha-2a Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 514 0.20 Binding ≤ 10μM
ADA2B-1-E Alpha-2b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 514 0.20 Binding ≤ 10μM
ADA2C-1-E Alpha-2c Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 514 0.20 Binding ≤ 10μM
DRD1-1-E Dopamine D1 Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 28 0.25 Binding ≤ 10μM
DRD3-1-E Dopamine D3 Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 87 0.23 Binding ≤ 10μM
DRD4-1-E Dopamine D4 Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 28 0.25 Binding ≤ 10μM
DRD5-1-E Dopamine D5 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 28 0.25 Binding ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 2999 0.18 ADME/T ≤ 10μM
DRD2-4-E Dopamine D2 Receptor (cluster #4 Of 24), Eukaryotic Eukaryotes 8 0.26 Binding ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 1585 0.19 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ADA1A_BOVIN P18130 Alpha-1a Adrenergic Receptor, Bovin 514 0.20 Binding ≤ 1μM
ADA2A_BOVIN Q28838 Alpha-2a Adrenergic Receptor, Bovin 514 0.20 Binding ≤ 1μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 514 0.20 Binding ≤ 1μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 514 0.20 Binding ≤ 1μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 514 0.20 Binding ≤ 1μM
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 27.9 0.25 Binding ≤ 1μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 17 0.25 Binding ≤ 1μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 10 0.26 Binding ≤ 1μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 87 0.23 Binding ≤ 1μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 27.9 0.25 Binding ≤ 1μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 27.9 0.25 Binding ≤ 1μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 27.9 0.25 Binding ≤ 1μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 24 0.25 Binding ≤ 1μM
5HT6R_HUMAN P50406 Serotonin 6 (5-HT6) Receptor, Human 50 0.24 Binding ≤ 1μM
ADA1A_BOVIN P18130 Alpha-1a Adrenergic Receptor, Bovin 514 0.20 Binding ≤ 10μM
ADA2A_BOVIN Q28838 Alpha-2a Adrenergic Receptor, Bovin 514 0.20 Binding ≤ 10μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 514 0.20 Binding ≤ 10μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 514 0.20 Binding ≤ 10μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 514 0.20 Binding ≤ 10μM
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 27.9 0.25 Binding ≤ 10μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 17 0.25 Binding ≤ 10μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 10 0.26 Binding ≤ 10μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 27.9 0.25 Binding ≤ 10μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 87 0.23 Binding ≤ 10μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 27.9 0.25 Binding ≤ 10μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 27.9 0.25 Binding ≤ 10μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 24 0.25 Binding ≤ 10μM
5HT6R_HUMAN P50406 Serotonin 6 (5-HT6) Receptor, Human 50 0.24 Binding ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1258.92541 0.19 Functional ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 2999.16252 0.18 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Aflatoxin activation and detoxification
Dopamine receptors
G alpha (i) signalling events
G alpha (s) signalling events
G alpha (z) signalling events
Serotonin receptors
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.