Compound information

Natural Products
ZC1932662
Molecular Formula
C20H22FN3O
Molecular Weight
339.174690544 g/mol
Structure
IUPAC Name
(3aS,6aS)-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-/m0/s1
InChI Key
ZNBFXUDSUUKNJS-IRXDYDNUSA-N
SMILES
O=C(Nc1ccccc1)N1C[C@@H]2CN(Cc3cccc(F)c3)C[C@H]2C1
Source
ZINC000096090681

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 3.467
LogS -3.681 LogD 3.624


Absorption

Property Value Property Value
Pgp inhibitor 0.983 Pgp substrate 0.745
HIA 0.97 F20 % 0.994
F30 % 0.662 Caco-2 -5.218
MDCK -4.931


Distribution

Property Value Property Value
BBB Penetration 0.975 PPB 92.184
VD 2.377 Fu 1.254


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.019 CYP1A2 substrate 0.802
CYP2A6 substrate 0.872 CYP2B6 substrate 0.857
CYP2C19 inhibitor 0.916 CYP2C19 substrate 0.963
CYP2C8 substrate 0.913 CYP2C9 inhibitor 0.527
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.911
CYP2D6 substrate 1.0 CYP2E1 substrate 0.406
CYP3A4 inhibitor 0.189 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.856 CL 16.029


Toxicity

Property Value Property Value
hERG Blockers 0.954 Hepatotoxicity 0.974
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.439
FDAMDD 0.683 Skin Sensitization 0.614
Carcinogenicity 0.676 Eye Corrosion 0.024
Eye Irritation 0.73 Respiratory Toxicity 0.936


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.529 IGC50 3.468
LC50FM 1.864 LC50DM -7.417


Tox21 Pathway

Property Value Property Value
NR-AR 0.364 NR-AR-LBD 0.158
NR-AhR 0.229 NR-Aromatase 0.026
NR-ER 0.457 NR-ER-LBD 0.381
NR-PPAR-gamma 0.235 SR-ARE 0.571
SR-ATAD5 0.452 SR-HSE 0.266
SR-MMP 0.137 SR-p53 0.062


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.