Compound information

Natural Products
ZC1932201
Molecular Formula
C20H22FN3O
Molecular Weight
339.174690544 g/mol
Structure
IUPAC Name
(3aR,6aR)-2-[(3-fluorophenyl)methyl]-N-phenyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxamide
InChI
InChI=1S/C20H22FN3O/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
ZNBFXUDSUUKNJS-IAGOWNOFSA-N
SMILES
O=C(Nc1ccccc1)N1C[C@H]2CN(Cc3cccc(F)c3)C[C@@H]2C1
Source
ZINC000096090680

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 3.464
LogS -3.436 LogD 3.119


Absorption

Property Value Property Value
Pgp inhibitor 0.994 Pgp substrate 0.986
HIA 0.969 F20 % 0.993
F30 % 0.834 Caco-2 -5.232
MDCK -5.006


Distribution

Property Value Property Value
BBB Penetration 0.542 PPB 92.34
VD 3.016 Fu 1.48


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.033 CYP1A2 substrate 0.759
CYP2A6 substrate 0.825 CYP2B6 substrate 0.786
CYP2C19 inhibitor 0.473 CYP2C19 substrate 0.894
CYP2C8 substrate 0.887 CYP2C9 inhibitor 0.803
CYP2C9 substrate 0.372 CYP2D6 inhibitor 0.777
CYP2D6 substrate 0.997 CYP2E1 substrate 0.471
CYP3A4 inhibitor 0.236 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.807 CL 13.792


Toxicity

Property Value Property Value
hERG Blockers 0.953 Hepatotoxicity 0.995
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.221
FDAMDD 0.702 Skin Sensitization 0.935
Carcinogenicity 0.142 Eye Corrosion 0.014
Eye Irritation 0.826 Respiratory Toxicity 0.934


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.679 IGC50 3.578
LC50FM 3.56 LC50DM -4.188


Tox21 Pathway

Property Value Property Value
NR-AR 0.42 NR-AR-LBD 0.196
NR-AhR 0.39 NR-Aromatase 0.016
NR-ER 0.379 NR-ER-LBD 0.316
NR-PPAR-gamma 0.172 SR-ARE 0.229
SR-ATAD5 0.373 SR-HSE 0.372
SR-MMP 0.069 SR-p53 0.205


Similar covalent inhibitors

CI006352

Similarity Score: 0.53

CI006313

Similarity Score: 0.52

CI006349

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.