Compound information

Natural Products
ZC2259769
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1S)-1-phenylethyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H24N2O3/c1-16(18-11-6-3-7-12-18)22-20(24)19-13-8-14-23(19)21(25)26-15-17-9-4-2-5-10-17/h2-7,9-12,16,19H,8,13-15H2,1H3,(H,22,24)/t16-,19-/m0/s1
InChI Key
DLCCUHZGZIOGSR-LPHOPBHVSA-N
SMILES
C[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000002940091

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.558
LogS -4.964 LogD 3.47


Absorption

Property Value Property Value
Pgp inhibitor 0.033 Pgp substrate 0.082
HIA 0.968 F20 % 0.993
F30 % 0.532 Caco-2 -4.47
MDCK -4.773


Distribution

Property Value Property Value
BBB Penetration 0.004 PPB 96.991
VD 1.58 Fu 1.354


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.096 CYP1A2 substrate 0.781
CYP2A6 substrate 0.728 CYP2B6 substrate 0.719
CYP2C19 inhibitor 0.577 CYP2C19 substrate 0.968
CYP2C8 substrate 0.821 CYP2C9 inhibitor 0.275
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.308
CYP2D6 substrate 0.992 CYP2E1 substrate 0.144
CYP3A4 inhibitor 0.176 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.428 CL 5.449


Toxicity

Property Value Property Value
hERG Blockers 0.142 Hepatotoxicity 0.768
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.531
FDAMDD 0.852 Skin Sensitization 0.004
Carcinogenicity 0.093 Eye Corrosion 0.005
Eye Irritation 0.014 Respiratory Toxicity 0.145


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.287 IGC50 3.589
LC50FM 2.797 LC50DM 5.696


Tox21 Pathway

Property Value Property Value
NR-AR 0.34 NR-AR-LBD 0.165
NR-AhR 0.008 NR-Aromatase 0.033
NR-ER 0.294 NR-ER-LBD 0.454
NR-PPAR-gamma 0.235 SR-ARE 0.095
SR-ATAD5 0.324 SR-HSE 0.168
SR-MMP 0.165 SR-p53 0.016


Similar covalent inhibitors

CI000827

Similarity Score: 0.59

CI000073

Similarity Score: 0.57

CI000824

Similarity Score: 0.57

CI001672

Similarity Score: 0.57

CI000373

Similarity Score: 0.56

CI000823

Similarity Score: 0.55

CI000826

Similarity Score: 0.55

CI001055

Similarity Score: 0.55

CI008156

Similarity Score: 0.52

CI000329

Similarity Score: 0.51

CI000336

Similarity Score: 0.51

CI000344

Similarity Score: 0.51

CI000825

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.