Compound information

Natural Products
ZC2263566
Molecular Formula
C20H22ClN3O
Molecular Weight
355.145140004 g/mol
Structure
IUPAC Name
(3aR,6aR)-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-/m1/s1
InChI Key
KABBIPMQJNHTOO-IAGOWNOFSA-N
SMILES
O=C(Nc1ccccc1)N1C[C@H]2CN(Cc3cccc(Cl)c3)C[C@@H]2C1
Source
ZINC000096081064

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 3.885
LogS -3.9 LogD 3.398


Absorption

Property Value Property Value
Pgp inhibitor 0.984 Pgp substrate 0.984
HIA 0.971 F20 % 0.993
F30 % 0.737 Caco-2 -5.219
MDCK -4.96


Distribution

Property Value Property Value
BBB Penetration 0.526 PPB 96.691
VD 3.156 Fu 1.63


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.066 CYP1A2 substrate 0.751
CYP2A6 substrate 0.816 CYP2B6 substrate 0.778
CYP2C19 inhibitor 0.615 CYP2C19 substrate 0.898
CYP2C8 substrate 0.883 CYP2C9 inhibitor 0.834
CYP2C9 substrate 0.272 CYP2D6 inhibitor 0.836
CYP2D6 substrate 0.996 CYP2E1 substrate 0.443
CYP3A4 inhibitor 0.234 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.835 CL 13.385


Toxicity

Property Value Property Value
hERG Blockers 0.991 Hepatotoxicity 0.995
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.16
FDAMDD 0.69 Skin Sensitization 0.89
Carcinogenicity 0.081 Eye Corrosion 0.015
Eye Irritation 0.813 Respiratory Toxicity 0.949


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.589 IGC50 3.827
LC50FM 3.932 LC50DM -4.247


Tox21 Pathway

Property Value Property Value
NR-AR 0.341 NR-AR-LBD 0.188
NR-AhR 0.492 NR-Aromatase 0.016
NR-ER 0.385 NR-ER-LBD 0.327
NR-PPAR-gamma 0.159 SR-ARE 0.329
SR-ATAD5 0.392 SR-HSE 0.51
SR-MMP 0.121 SR-p53 0.243


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