UCSF

ZINC18847046

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 15th, 2008 16 Yes

Popular Name: Harmine Harmine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 343-27-1 , 442-51-3 , CAS# 442-51-3 , [343-27-1] , [442-51-3]

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

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) 2.63 5.25 -32.65 2 3 1 39 213.26 1 ↓
Hi High (pH 8-9.5) 2.63 4.83 -7.3 1 3 0 38 212.252 1 ↓

Vendor Notes

Note Type Comments Provided By
biological_source Alkaloid from Peganum harmala, several Banisteriopsis spp., Passiflora edulis and several other spp. (Zygophyllaceae, Malphigiaceae, Passifloraceae) ZereneX Building Blocks
APPEARANCE . Indofine Natural Products
M.P 260-262 C Indofine Natural Products
Mp [°C] 262 - 264 Acros Organics
M.P 262-264 ° Indofine Natural Products
Melting_Point 262-266? Alfa-Aesar
Melting_Point 262-266° Alfa-Aesar
M.P 264-266C Indofine Natural Products
ALOGPS_SOLUBILITY 6.13e-02 g/l DrugBank-experimental
Purity 95% Fluorochem
Purity 98% Fluorochem
biological_use Active against gram-positive bacteria and fungi IBScreen Bioactives
biological_use Antiparkinsonian agent IBScreen Bioactives IBScreen Bioactives
Therapy antiparkinsonian, CNS stimulant SMDC MicroSource
mechanism CNS stimulant IBScreen Bioactives IBScreen Bioactives
UniProt Database Links DYRK2_HUMAN ChEBI
PUBCHEM_PATENT_ID EP0034521A1; EP0041764A1; EP0322082A1; EP0331391A1; EP0355575A2; EP0355575B1; EP0573498B1; EP0804200A1; EP1032423A1; US4336459; US4382935; US4499096; US4587243; US4857523; US4885154; US5169868; US5196164; US5256533; US5298220; US5304379; US5405782; US5466 IBM Patent Data
SOLUBILITY From Peganum harmala seeds Indofine Natural Products
H phrase H302: Harmful if swallowed Acros Organics
H phrase H302: Harmful if swallowed; H332: Harmful if inhaled; H312: Harmful in contact with skin Acros Organics
mechanism MAO-A inhibitor IBScreen Bioactives
APPEARANCE Off-White Solid Indofine Natural Products
P phrase P280: Wear protective gloves/protective clothing/eye protection/face protection Acros Organics
P phrase P280: Wear protective gloves/protective clothing/eye protection/face protection; P302 + P352: IF ON SKIN: Wash with plenty of soap and water; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P304 + P340: IF INHALED: R Acros Organics
R phrase R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. Acros Organics
Hazard XN: Harmful Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT2A-2-E Serotonin 2a (5-HT2a) Receptor (cluster #2 Of 3), Eukaryotic Eukaryotes 7790 0.45 Binding ≤ 10μM
5HT2C-1-E Serotonin 2c (5-HT2c) Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 9340 0.44 Binding ≤ 10μM
5HT6R-2-E Serotonin 6 (5-HT6) Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 1480 0.51 Binding ≤ 10μM
5HT7R-2-E Serotonin 7 (5-HT7) Receptor (cluster #2 Of 3), Eukaryotic Eukaryotes 5500 0.46 Binding ≤ 10μM
ADA2A-4-E Alpha-2a Adrenergic Receptor (cluster #4 Of 4), Eukaryotic Eukaryotes 2540 0.49 Binding ≤ 10μM
ADA2B-1-E Alpha-2b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 1130 0.52 Binding ≤ 10μM
ADA2C-4-E Alpha-2c Adrenergic Receptor (cluster #4 Of 4), Eukaryotic Eukaryotes 810 0.53 Binding ≤ 10μM
AOFA-4-E Monoamine Oxidase A (cluster #4 Of 8), Eukaryotic Eukaryotes 5 0.73 Binding ≤ 10μM
AOFB-6-E Monoamine Oxidase B (cluster #6 Of 8), Eukaryotic Eukaryotes 49 0.64 Binding ≤ 10μM
DYR1A-1-E Dual Specificity Tyrosine-phosphorylation-regulated Kinase 1A (cluster #1 Of 3), Eukaryotic Eukaryotes 80 0.62 Binding ≤ 10μM
DYRK2-1-E Dual-specificity Tyrosine-phosphorylation Regulated Kinase 2 (cluster #1 Of 1), Eukaryotic Eukaryotes 900 0.53 Binding ≤ 10μM
DYRK3-1-E Dual-specificity Tyrosine-phosphorylation Regulated Kinase 3 (cluster #1 Of 1), Eukaryotic Eukaryotes 800 0.53 Binding ≤ 10μM
KC1D-1-E Casein Kinase I Delta (cluster #1 Of 1), Eukaryotic Eukaryotes 1500 0.51 Binding ≤ 10μM
NISCH-3-E Nischarin (cluster #3 Of 4), Eukaryotic Eukaryotes 49 0.64 Binding ≤ 10μM
PIM3-1-E Serine/threonine-protein Kinase PIM3 (cluster #1 Of 1), Eukaryotic Eukaryotes 4300 0.47 Binding ≤ 10μM
SC6A2-2-E Norepinephrine Transporter (cluster #2 Of 2), Eukaryotic Eukaryotes 3260 0.48 Binding ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 50 0.64 Functional ≤ 10μM
Z50607-3-O Human Immunodeficiency Virus 1 (cluster #3 Of 10), Other Other 520 0.55 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 810 0.53 Binding ≤ 1μM
DYR1A_HUMAN Q13627 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 1A, Human 80 0.62 Binding ≤ 1μM
DYRK2_HUMAN Q92630 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 2, Human 900 0.53 Binding ≤ 1μM
DYRK3_HUMAN O43781 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 3, Human 800 0.53 Binding ≤ 1μM
AOFA_HUMAN P21397 Monoamine Oxidase A, Human 16.9 0.68 Binding ≤ 1μM
AOFA_RAT P21396 Monoamine Oxidase A, Rat 49 0.64 Binding ≤ 1μM
AOFB_RAT P19643 Monoamine Oxidase B, Rat 49 0.64 Binding ≤ 1μM
NISCH_HUMAN Q9Y2I1 Nischarin, Human 22 0.67 Binding ≤ 1μM
ADA2A_HUMAN P08913 Alpha-2a Adrenergic Receptor, Human 2540 0.49 Binding ≤ 10μM
ADA2B_HUMAN P18089 Alpha-2b Adrenergic Receptor, Human 1130 0.52 Binding ≤ 10μM
ADA2C_HUMAN P18825 Alpha-2c Adrenergic Receptor, Human 810 0.53 Binding ≤ 10μM
KC1D_HUMAN P48730 Casein Kinase I Delta, Human 1500 0.51 Binding ≤ 10μM
DYR1A_HUMAN Q13627 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 1A, Human 80 0.62 Binding ≤ 10μM
DYRK2_HUMAN Q92630 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 2, Human 900 0.53 Binding ≤ 10μM
DYRK3_HUMAN O43781 Dual-specificity Tyrosine-phosphorylation Regulated Kinase 3, Human 800 0.53 Binding ≤ 10μM
AOFA_HUMAN P21397 Monoamine Oxidase A, Human 16.9 0.68 Binding ≤ 10μM
AOFA_RAT P21396 Monoamine Oxidase A, Rat 49 0.64 Binding ≤ 10μM
AOFB_RAT P19643 Monoamine Oxidase B, Rat 49 0.64 Binding ≤ 10μM
NISCH_HUMAN Q9Y2I1 Nischarin, Human 22 0.67 Binding ≤ 10μM
SC6A2_HUMAN P23975 Norepinephrine Transporter, Human 3260 0.48 Binding ≤ 10μM
PIM3_HUMAN Q86V86 Serine/threonine-protein Kinase PIM3, Human 4300 0.47 Binding ≤ 10μM
5HT2A_RAT P14842 Serotonin 2a (5-HT2a) Receptor, Rat 7790 0.45 Binding ≤ 10μM
5HT2C_HUMAN P28335 Serotonin 2c (5-HT2c) Receptor, Human 9340 0.44 Binding ≤ 10μM
5HT6R_HUMAN P50406 Serotonin 6 (5-HT6) Receptor, Human 1480 0.51 Binding ≤ 10μM
5HT7R_HUMAN P34969 Serotonin 7 (5-HT7) Receptor, Human 5500 0.46 Binding ≤ 10μM
Z50607 Z50607 Human Immunodeficiency Virus 1 520 0.55 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 182.4 0.59 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Circadian Clock
Enzymatic degradation of dopamine by COMT
Enzymatic degradation of Dopamine by monoamine oxidase
G alpha (i) signalling events
G alpha (q) signalling events
G alpha (s) signalling events
G alpha (z) signalling events
G0 and Early G1
Loss of Nlp from mitotic centrosomes
Loss of proteins required for interphase microtubule organization from the ce
Metabolism of serotonin
Monoamines are oxidized to aldehydes by MAOA and MAOB, producing NH3 and H2O2
Na+/Cl- dependent neurotransmitter transporters
Norepinephrine Neurotransmitter Release Cycle
Recruitment of mitotic centrosome proteins and complexes
Regulation of PLK1 Activity at G2/M Transition
Serotonin receptors

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

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