Compound information

Natural Products
ZC2245427
Molecular Formula
C20H22ClN3O
Molecular Weight
355.145140004 g/mol
Structure
IUPAC Name
(3aS,6aS)-2-[(3-chlorophenyl)methyl]-N-phenyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxamide
InChI
InChI=1S/C20H22ClN3O/c21-18-6-4-5-15(9-18)10-23-11-16-13-24(14-17(16)12-23)20(25)22-19-7-2-1-3-8-19/h1-9,16-17H,10-14H2,(H,22,25)/t16-,17-/m0/s1
InChI Key
KABBIPMQJNHTOO-IRXDYDNUSA-N
SMILES
O=C(Nc1ccccc1)N1C[C@@H]2CN(Cc3cccc(Cl)c3)C[C@H]2C1
Source
ZINC000096081065

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 4
Heteroatom Count 5 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 35.58 Å2 LogP 3.911
LogS -4.103 LogD 3.787


Absorption

Property Value Property Value
Pgp inhibitor 0.921 Pgp substrate 0.661
HIA 0.972 F20 % 0.994
F30 % 0.502 Caco-2 -5.202
MDCK -4.904


Distribution

Property Value Property Value
BBB Penetration 0.966 PPB 96.234
VD 2.217 Fu 1.474


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.031 CYP1A2 substrate 0.796
CYP2A6 substrate 0.868 CYP2B6 substrate 0.849
CYP2C19 inhibitor 0.95 CYP2C19 substrate 0.964
CYP2C8 substrate 0.911 CYP2C9 inhibitor 0.651
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.947
CYP2D6 substrate 1.0 CYP2E1 substrate 0.406
CYP3A4 inhibitor 0.252 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.875 CL 15.589


Toxicity

Property Value Property Value
hERG Blockers 0.99 Hepatotoxicity 0.978
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.377
FDAMDD 0.671 Skin Sensitization 0.595
Carcinogenicity 0.531 Eye Corrosion 0.019
Eye Irritation 0.718 Respiratory Toxicity 0.951


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.321 IGC50 3.796
LC50FM 3.376 LC50DM -7.155


Tox21 Pathway

Property Value Property Value
NR-AR 0.322 NR-AR-LBD 0.155
NR-AhR 0.343 NR-Aromatase 0.028
NR-ER 0.478 NR-ER-LBD 0.394
NR-PPAR-gamma 0.226 SR-ARE 0.661
SR-ATAD5 0.482 SR-HSE 0.345
SR-MMP 0.193 SR-p53 0.13


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