Compound information

Natural Products
ZC3644458
Molecular Formula
C28H40N2O4S2
Molecular Weight
532.24294976 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[[[(2R)-2-(benzyloxycarbonylamino)-4-methyl-pentyl]disulfanyl]methyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C28H40N2O4S2/c1-21(2)15-25(29-27(31)33-17-23-11-7-5-8-12-23)19-35-36-20-26(16-22(3)4)30-28(32)34-18-24-13-9-6-10-14-24/h5-14,21-22,25-26H,15-20H2,1-4H3,(H,29,31)(H,30,32)/t25-,26-/m1/s1
InChI Key
AEWOICLODRFYKF-CLJLJLNGSA-N
SMILES
CC(C)C[C@H](CSSC[C@@H](CC(C)C)NC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000003850965

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 76.66 Å2 LogP 6.832
LogS -5.671 LogD 5.133


Absorption

Property Value Property Value
Pgp inhibitor 0.993 Pgp substrate 0.029
HIA 0.969 F20 % 0.994
F30 % 0.328 Caco-2 -5.13
MDCK -4.824


Distribution

Property Value Property Value
BBB Penetration 0.041 PPB 98.765
VD 0.782 Fu 2.016


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.275 CYP1A2 substrate 0.686
CYP2A6 substrate 0.457 CYP2B6 substrate 0.647
CYP2C19 inhibitor 0.966 CYP2C19 substrate 0.778
CYP2C8 substrate 0.787 CYP2C9 inhibitor 0.93
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.421
CYP2D6 substrate 0.68 CYP2E1 substrate 0.318
CYP3A4 inhibitor 0.996 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.536 CL 4.741


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.993
Mutagenicity 0.512 Rat Oral Acute Toxicity 0.039
FDAMDD 0.621 Skin Sensitization 0.483
Carcinogenicity 0.014 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.102


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.111 IGC50 5.213
LC50FM 5.893 LC50DM 6.361


Tox21 Pathway

Property Value Property Value
NR-AR 0.245 NR-AR-LBD 0.156
NR-AhR 0.005 NR-Aromatase 0.124
NR-ER 0.325 NR-ER-LBD 0.424
NR-PPAR-gamma 0.197 SR-ARE 0.628
SR-ATAD5 0.426 SR-HSE 0.522
SR-MMP 0.588 SR-p53 0.147


Similar covalent inhibitors

CI003014

Similarity Score: 0.56

CI000102

Similarity Score: 0.54

CI002986

Similarity Score: 0.54

CI003015

Similarity Score: 0.52

CI003016

Similarity Score: 0.52

CI003025

Similarity Score: 0.52

CI003026

Similarity Score: 0.52

CI003020

Similarity Score: 0.51

CI003021

Similarity Score: 0.51

CI003024

Similarity Score: 0.51

CI003030

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.