Compound information

Natural Products
ZC1399739
Molecular Formula
C22H26N2O4
Molecular Weight
382.189257312 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[[(1R)-1-benzyl-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]carbamate
InChI
InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20+/m1/s1
InChI Key
NGBKFLTYGSREKK-UXHICEINSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C=O)Cc1ccccc1
Source
ZINC000001534489

Warheads

Carbamate
Aldehydic carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 84.5 Å2 LogP 3.091
LogS -4.008 LogD 3.374


Absorption

Property Value Property Value
Pgp inhibitor 0.757 Pgp substrate 0.012
HIA 0.96 F20 % 0.991
F30 % 0.955 Caco-2 -4.46
MDCK -4.603


Distribution

Property Value Property Value
BBB Penetration 0.577 PPB 94.529
VD 0.423 Fu 1.385


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.025 CYP1A2 substrate 0.795
CYP2A6 substrate 0.6 CYP2B6 substrate 0.664
CYP2C19 inhibitor 0.306 CYP2C19 substrate 0.947
CYP2C8 substrate 0.9 CYP2C9 inhibitor 0.405
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.049
CYP2D6 substrate 0.822 CYP2E1 substrate 0.377
CYP3A4 inhibitor 0.511 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.8 CL 6.311


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.993
Mutagenicity 0.374 Rat Oral Acute Toxicity 0.173
FDAMDD 0.429 Skin Sensitization 0.721
Carcinogenicity 0.008 Eye Corrosion 0.01
Eye Irritation 0.024 Respiratory Toxicity 0.023


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.085 IGC50 3.862
LC50FM 4.075 LC50DM 5.404


Tox21 Pathway

Property Value Property Value
NR-AR 0.146 NR-AR-LBD 0.243
NR-AhR 0.003 NR-Aromatase 0.054
NR-ER 0.365 NR-ER-LBD 0.344
NR-PPAR-gamma 0.268 SR-ARE 0.263
SR-ATAD5 0.261 SR-HSE 0.112
SR-MMP 0.144 SR-p53 0.023


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