Compound information

Natural Products
ZC1891973
Molecular Formula
C20H22FN3O
Molecular Weight
339.174690544 g/mol
Structure
IUPAC Name
(3aR,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+
InChI Key
ZNBFXUDSUUKNJS-CALCHBBNSA-N
SMILES
O=C(Nc1ccccc1)N1C[C@@H]2CN(Cc3cccc(F)c3)C[C@@H]2C1
Source
ZINC000096090679

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 3.432
LogS -3.511 LogD 3.41


Absorption

Property Value Property Value
Pgp inhibitor 0.988 Pgp substrate 0.949
HIA 0.97 F20 % 0.993
F30 % 0.772 Caco-2 -5.234
MDCK -4.985


Distribution

Property Value Property Value
BBB Penetration 0.577 PPB 92.374
VD 2.892 Fu 1.345


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.016 CYP1A2 substrate 0.793
CYP2A6 substrate 0.856 CYP2B6 substrate 0.827
CYP2C19 inhibitor 0.757 CYP2C19 substrate 0.934
CYP2C8 substrate 0.906 CYP2C9 inhibitor 0.551
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.845
CYP2D6 substrate 0.999 CYP2E1 substrate 0.491
CYP3A4 inhibitor 0.254 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.864 CL 15.63


Toxicity

Property Value Property Value
hERG Blockers 0.975 Hepatotoxicity 0.99
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.376
FDAMDD 0.684 Skin Sensitization 0.788
Carcinogenicity 0.394 Eye Corrosion 0.016
Eye Irritation 0.772 Respiratory Toxicity 0.931


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.707 IGC50 3.574
LC50FM 2.788 LC50DM -5.603


Tox21 Pathway

Property Value Property Value
NR-AR 0.408 NR-AR-LBD 0.173
NR-AhR 0.302 NR-Aromatase 0.022
NR-ER 0.4 NR-ER-LBD 0.318
NR-PPAR-gamma 0.212 SR-ARE 0.312
SR-ATAD5 0.401 SR-HSE 0.275
SR-MMP 0.088 SR-p53 0.121


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.