Compound information

Natural Products
NACP1386
Molecular Formula
C28H40N2O4S2
Molecular Weight
532.24294976 g/mol
Structure
IUPAC Name
benzyl N-[1-[[[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)
InChI Key
AEWOICLODRFYKF-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(CSSCC(NC(=O)OCC=2C=CC=CC2)CC(C)C)CC(C)C
CAS
77412-29-4
SuperClass
Benzenoids
Class
Benzene and substituted derivatives
SubClass
Benzyloxycarbonyls
Source
CNP0070915

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 6.507
LogS -5.384 LogD 5.231


Absorption

Property Value Property Value
Pgp inhibitor 0.998 Pgp substrate 0.178
HIA 0.965 F20 % 0.991
F30 % 0.738 Caco-2 -4.865
MDCK -4.601


Distribution

Property Value Property Value
BBB Penetration 0.205 PPB 98.063
VD 0.767 Fu 2.125


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.446 CYP1A2 substrate 0.65
CYP2A6 substrate 0.445 CYP2B6 substrate 0.676
CYP2C19 inhibitor 0.978 CYP2C19 substrate 0.753
CYP2C8 substrate 0.73 CYP2C9 inhibitor 0.95
CYP2C9 substrate 0.132 CYP2D6 inhibitor 0.529
CYP2D6 substrate 0.406 CYP2E1 substrate 0.199
CYP3A4 inhibitor 0.991 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.733 CL 5.005


Toxicity

Property Value Property Value
hERG Blockers 0.013 Hepatotoxicity 0.999
Mutagenicity 0.206 Rat Oral Acute Toxicity 0.041
FDAMDD 0.461 Skin Sensitization 0.452
Carcinogenicity 0.011 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.125


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.336 IGC50 5.227
LC50FM 5.909 LC50DM 6.328


Tox21 Pathway

Property Value Property Value
NR-AR 0.242 NR-AR-LBD 0.147
NR-AhR 0.006 NR-Aromatase 0.044
NR-ER 0.326 NR-ER-LBD 0.502
NR-PPAR-gamma 0.21 SR-ARE 0.291
SR-ATAD5 0.528 SR-HSE 0.481
SR-MMP 0.59 SR-p53 0.235


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.