Compound information

Natural Products
ZC1561333
Molecular Formula
C23H29N3O4
Molecular Weight
411.215806408 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-benzyl-2-[[(1S)-1-carbamoylpentyl]amino]-2-oxo-ethyl]carbamate
InChI
InChI=1S/C23H29N3O4/c1-2-3-14-19(21(24)27)25-22(28)20(15-17-10-6-4-7-11-17)26-23(29)30-16-18-12-8-5-9-13-18/h4-13,19-20H,2-3,14-16H2,1H3,(H2,24,27)(H,25,28)(H,26,29)/t19-,20+/m0/s1
InChI Key
WXTRZLYMMMNVGE-VQTJNVASSA-N
SMILES
CCCC[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000004762343

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 110.52 Å2 LogP 3.3
LogS -4.512 LogD 3.598


Absorption

Property Value Property Value
Pgp inhibitor 0.021 Pgp substrate 0.1
HIA 0.944 F20 % 0.976
F30 % 0.014 Caco-2 -5.203
MDCK -4.804


Distribution

Property Value Property Value
BBB Penetration 0.671 PPB 88.84
VD 0.77 Fu 1.684


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.013 CYP1A2 substrate 0.783
CYP2A6 substrate 0.355 CYP2B6 substrate 0.425
CYP2C19 inhibitor 0.791 CYP2C19 substrate 0.764
CYP2C8 substrate 0.756 CYP2C9 inhibitor 0.276
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.023
CYP2D6 substrate 0.438 CYP2E1 substrate 0.389
CYP3A4 inhibitor 0.429 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.589 CL 4.857


Toxicity

Property Value Property Value
hERG Blockers 0.065 Hepatotoxicity 0.873
Mutagenicity 0.079 Rat Oral Acute Toxicity 0.412
FDAMDD 0.27 Skin Sensitization 0.0
Carcinogenicity 0.018 Eye Corrosion 0.007
Eye Irritation 0.003 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.698 IGC50 3.822
LC50FM 3.556 LC50DM 5.778


Tox21 Pathway

Property Value Property Value
NR-AR 0.246 NR-AR-LBD 0.227
NR-AhR 0.009 NR-Aromatase 0.032
NR-ER 0.319 NR-ER-LBD 0.387
NR-PPAR-gamma 0.387 SR-ARE 0.159
SR-ATAD5 0.337 SR-HSE 0.135
SR-MMP 0.023 SR-p53 0.043


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