UCSF

ZINC03993855

Substance Information

In ZINC since Heavy atoms Benign functionality
October 31st, 2005 29 Yes

CAS Numbers: 171596-29-5 , [171596-29-5]

Other Names:

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione; (6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione; (6R-tran

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione; (6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

(6R,12aR)-2,3,6,7,12,12a-Hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

(6R,12aR)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione

(6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione

afil

171596-29-5

171596-29-5; Adcirca (TN); Cialis (TN); D02008; Tadalafil (JAN/USAN/INN)

1xoz

AC1L380B

Acdirca

Adcirca

Adcirca; Cialis

BAN

C429886

CHEBI:41488

CHEBI:41488; CHEBI:32177

CHEMBL779

CIA

Cialis

Cialis (TN)

Cialis, GF 196960, IC 351, ICOS 351, Tadalafil

Cialis, Tadalafil

CID110635

CPD000466321

CPD000466321; SAM001246586; TADALAFIL

CPD000466321; TADALAFIL

D02008

DAP000615

DB00820

FDA

FT-0080116

GF 196960

GF-196960

HMS2051N17

HSDB 7303

IC 351

IC-351

IC-351; IC351

Ic351

ICOS 351

ICOS 351;Tadanafil

INN

KS-1117

Lilly brand of tadalafil

LS-186558

LS-187015

LS-187770

LY-450190

MFCD07771966

MLS000759426

MLS001165782

MLS001195644

MLS001424132

MolPort-002-885-864

Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3- benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aR)-

Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aR)-

Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R-trans)-

Pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aR)-

S1512_Selleck

SAM001246586

SMR000466321

Tadalafil (BAN

Tadalafil (Cialis)

Tadalafil (FDA

Tadalafil (JAN/USAN/INN)

Tadalafil [USAN]

Tadanafil

UNII-742SXX0ICT

USAN)

ZINC03993855

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) 2.36 6.81 -13.33 1 7 0 75 389.411 1

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 2.50e-01 g/l DrugBank-approved
Therapy erectile dysfunction therapy SMDC Pharmakon
Indications erectile dysfunction, pulmonary artery hypertension KeyOrganics Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP000800t NIH Clinical Collection via PubChem
Target PDE Selleck Chemicals
UniProt Database Links PDE11_HUMAN ChEBI
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP000800t NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CNCG-1-E Phosphodiesterase 6H (cluster #1 Of 1), Eukaryotic Eukaryotes 980 0.29 Binding ≤ 10μM
CNRG-1-E Phosphodiesterase 6G (cluster #1 Of 1), Eukaryotic Eukaryotes 980 0.29 Binding ≤ 10μM
PDE11-1-E Phosphodiesterase 11A (cluster #1 Of 1), Eukaryotic Eukaryotes 50 0.35 Binding ≤ 10μM
PDE5A-1-E Phosphodiesterase 5A (cluster #1 Of 2), Eukaryotic Eukaryotes 5 0.40 Binding ≤ 10μM
PDE6A-1-E Rod CGMP-specific 3',5'-cyclic Phosphodiesterase Subunit Alpha (cluster #1 Of 1), Eukaryotic Eukaryotes 980 0.29 Binding ≤ 10μM
PDE6B-1-E Phosphodiesterase 6B (cluster #1 Of 1), Eukaryotic Eukaryotes 980 0.29 Binding ≤ 10μM
PDE6C-1-E Phosphodiesterase 6C (cluster #1 Of 1), Eukaryotic Eukaryotes 980 0.29 Binding ≤ 10μM
PDE6D-1-E Phosphodiesterase 6D (cluster #1 Of 1), Eukaryotic Eukaryotes 5100 0.26 Binding ≤ 10μM
Z50597-1-O Rattus Norvegicus (cluster #1 Of 12), Other Other 500 0.30 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PDE11_HUMAN Q9HCR9 Phosphodiesterase 11A, Human 290 0.32 Binding ≤ 1μM
PDE5A_RAT O54735 Phosphodiesterase 5A, Rat 5 0.40 Binding ≤ 1μM
PDE5A_BOVIN Q28156 Phosphodiesterase 5A, Bovin 12 0.38 Binding ≤ 1μM
PDE5A_HUMAN O76074 Phosphodiesterase 5A, Human 1.3 0.43 Binding ≤ 1μM
PDE6A_HUMAN P16499 Phosphodiesterase 6A, Human 980 0.29 Binding ≤ 1μM
PDE6B_HUMAN P35913 Phosphodiesterase 6B, Human 980 0.29 Binding ≤ 1μM
PDE6C_HUMAN P51160 Phosphodiesterase 6C, Human 980 0.29 Binding ≤ 1μM
PDE6D_HUMAN O43924 Phosphodiesterase 6D, Human 980 0.29 Binding ≤ 1μM
CNRG_HUMAN P18545 Phosphodiesterase 6G, Human 980 0.29 Binding ≤ 1μM
CNCG_HUMAN Q13956 Phosphodiesterase 6H, Human 980 0.29 Binding ≤ 1μM
PDE11_HUMAN Q9HCR9 Phosphodiesterase 11A, Human 290 0.32 Binding ≤ 10μM
PDE5A_BOVIN Q28156 Phosphodiesterase 5A, Bovin 12 0.38 Binding ≤ 10μM
PDE5A_HUMAN O76074 Phosphodiesterase 5A, Human 1.3 0.43 Binding ≤ 10μM
PDE5A_RAT O54735 Phosphodiesterase 5A, Rat 5 0.40 Binding ≤ 10μM
PDE6A_HUMAN P16499 Phosphodiesterase 6A, Human 1260 0.28 Binding ≤ 10μM
PDE6A_BOVIN P11541 Phosphodiesterase 6A, Bovin 3000 0.27 Binding ≤ 10μM
PDE6B_HUMAN P35913 Phosphodiesterase 6B, Human 1260 0.28 Binding ≤ 10μM
PDE6B_BOVIN P23439 Phosphodiesterase 6B, Bovin 5100 0.26 Binding ≤ 10μM
PDE6C_BOVIN P16586 Phosphodiesterase 6C, Bovin 5100 0.26 Binding ≤ 10μM
PDE6C_HUMAN P51160 Phosphodiesterase 6C, Human 1260 0.28 Binding ≤ 10μM
PDE6D_BOVIN Q95142 Phosphodiesterase 6D, Bovin 5100 0.26 Binding ≤ 10μM
PDE6D_HUMAN O43924 Phosphodiesterase 6D, Human 1260 0.28 Binding ≤ 10μM
CNRG_BOVIN P04972 Phosphodiesterase 6G, Bovin 5100 0.26 Binding ≤ 10μM
CNRG_HUMAN P18545 Phosphodiesterase 6G, Human 1260 0.28 Binding ≤ 10μM
CNCG_HUMAN Q13956 Phosphodiesterase 6H, Human 1260 0.28 Binding ≤ 10μM
CNCG_BOVIN P22571 Phosphodiesterase 6H, Bovin 5100 0.26 Binding ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 150 0.33 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Activation of the phototransduction cascade
Ca2+ pathway
cGMP effects
G alpha (s) signalling events
Inactivation, recovery and regulation of the phototransduction cascade

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