Compound information

Natural Products
ZC3283734
Molecular Formula
C28H46N2O5
Molecular Weight
490.340672572 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-6-(tetradecanoylamino)hexanoic acid
InChI
InChI=1S/C28H46N2O5/c1-2-3-4-5-6-7-8-9-10-11-15-21-26(31)29-22-17-16-20-25(27(32)33)30-28(34)35-23-24-18-13-12-14-19-24/h12-14,18-19,25H,2-11,15-17,20-23H2,1H3,(H,29,31)(H,30,34)(H,32,33)/t25-/m0/s1
InChI Key
XXFBWMHPFLUIES-VWLOTQADSA-N
SMILES
CCCCCCCCCCCCCC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC001615773648

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 35 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 21
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 6.552
LogS -4.362 LogD 3.988


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.021
HIA 0.526 F20 % 0.633
F30 % 0.0 Caco-2 -5.513
MDCK -5.557


Distribution

Property Value Property Value
BBB Penetration 0.013 PPB 95.399
VD 0.449 Fu 2.614


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.627 CYP1A2 substrate 0.315
CYP2A6 substrate 0.277 CYP2B6 substrate 0.418
CYP2C19 inhibitor 0.114 CYP2C19 substrate 0.486
CYP2C8 substrate 0.526 CYP2C9 inhibitor 0.127
CYP2C9 substrate 0.078 CYP2D6 inhibitor 0.43
CYP2D6 substrate 0.182 CYP2E1 substrate 0.282
CYP3A4 inhibitor 0.296 CYP3A4 substrate 0.239


Excretion

Property Value Property Value
T1/2 0.752 CL 3.98


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.496
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.018
FDAMDD 0.059 Skin Sensitization 0.912
Carcinogenicity 0.112 Eye Corrosion 0.002
Eye Irritation 0.02 Respiratory Toxicity 0.019


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.23 IGC50 5.5
LC50FM 3.434 LC50DM 5.524


Tox21 Pathway

Property Value Property Value
NR-AR 0.341 NR-AR-LBD 0.22
NR-AhR 0.004 NR-Aromatase 0.051
NR-ER 0.37 NR-ER-LBD 0.355
NR-PPAR-gamma 0.799 SR-ARE 0.457
SR-ATAD5 0.298 SR-HSE 0.224
SR-MMP 0.1 SR-p53 0.207


Similar covalent inhibitors

CI003307

Similarity Score: 0.64

CI004063

Similarity Score: 0.54

CI003857

Similarity Score: 0.52

CI003868

Similarity Score: 0.52

CI003897

Similarity Score: 0.51

CI004006

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.