Compound information

Natural Products
ZC1044005
Molecular Formula
C33H44N10O5
Molecular Weight
660.349614508 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-2-[[(1S)-4-guanidino-1-[[(1R)-4-guanidino-1-(2-naphthylcarbamoyl)butyl]carbamoyl]butyl]amino]-1-methyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C33H44N10O5/c1-21(40-33(47)48-20-22-9-3-2-4-10-22)28(44)42-27(14-8-18-39-32(36)37)30(46)43-26(13-7-17-38-31(34)35)29(45)41-25-16-15-23-11-5-6-12-24(23)19-25/h2-6,9-12,15-16,19,21,26-27H,7-8,13-14,17-18,20H2,1H3,(H,40,47)(H,41,45)(H,42,44)(H,43,46)(H4,34,35,38)(H4,36,37,39)/t21-,26+,27-/m0/s1
InChI Key
VGQZQSPQIKXUFM-KWTBFXGESA-N
SMILES
C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](CCCNC(=N)N)C(=O)Nc1ccc2ccccc2c1
Source
ZINC000150655413

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 48 Ring Count 3
Heteroatom Count 15 Rotatable Bond Count 17
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 10
Topological Polar Surface Area 249.43 Å2 LogP 1.079
LogS -3.406 LogD 2.008


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 1.0
HIA 0.0 F20 % 0.001
F30 % 0.0 Caco-2 -6.809
MDCK -5.887


Distribution

Property Value Property Value
BBB Penetration 0.369 PPB 64.502
VD 0.704 Fu 0.843


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.632
CYP2A6 substrate 0.518 CYP2B6 substrate 0.565
CYP2C19 inhibitor 0.172 CYP2C19 substrate 0.916
CYP2C8 substrate 0.808 CYP2C9 inhibitor 0.007
CYP2C9 substrate 0.997 CYP2D6 inhibitor 0.395
CYP2D6 substrate 0.964 CYP2E1 substrate 0.204
CYP3A4 inhibitor 0.057 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.497 CL 3.04


Toxicity

Property Value Property Value
hERG Blockers 0.56 Hepatotoxicity 0.073
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.122
FDAMDD 0.39 Skin Sensitization 0.14
Carcinogenicity 0.001 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.719


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.894 IGC50 3.197
LC50FM -2.925 LC50DM -4.601


Tox21 Pathway

Property Value Property Value
NR-AR 0.288 NR-AR-LBD 0.289
NR-AhR 0.136 NR-Aromatase 0.019
NR-ER 0.29 NR-ER-LBD 0.341
NR-PPAR-gamma 0.476 SR-ARE 0.753
SR-ATAD5 0.526 SR-HSE 0.124
SR-MMP 0.119 SR-p53 0.531


Similar covalent inhibitors

CI005325

Similarity Score: 0.55

CI002644

Similarity Score: 0.53

CI002212

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.