Compound information

Natural Products
ZC2457261
Molecular Formula
C26H41N3O5
Molecular Weight
475.304621412 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[[(1S)-1-[[(1R)-1-formylpentyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C26H41N3O5/c1-6-7-13-21(16-30)27-24(31)22(14-18(2)3)28-25(32)23(15-19(4)5)29-26(33)34-17-20-11-9-8-10-12-20/h8-12,16,18-19,21-23H,6-7,13-15,17H2,1-5H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22+,23-/m1/s1
InChI Key
RNPDUXVFGTULLP-XPWALMASSA-N
SMILES
CCCC[C@H](C=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)OCc1ccccc1
Source
ZINC000044682040

Warheads

Carbamate
Aldehydic carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.6 Å2 LogP 4.657
LogS -4.491 LogD 4.878


Absorption

Property Value Property Value
Pgp inhibitor 0.994 Pgp substrate 0.087
HIA 0.96 F20 % 0.991
F30 % 0.778 Caco-2 -4.765
MDCK -5.05


Distribution

Property Value Property Value
BBB Penetration 0.777 PPB 71.742
VD 0.485 Fu 1.423


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.006 CYP1A2 substrate 0.625
CYP2A6 substrate 0.266 CYP2B6 substrate 0.418
CYP2C19 inhibitor 0.808 CYP2C19 substrate 0.841
CYP2C8 substrate 0.695 CYP2C9 inhibitor 0.283
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.526 CYP2E1 substrate 0.295
CYP3A4 inhibitor 0.952 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.829 CL 6.163


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.988
Mutagenicity 0.066 Rat Oral Acute Toxicity 0.638
FDAMDD 0.346 Skin Sensitization 0.894
Carcinogenicity 0.024 Eye Corrosion 0.007
Eye Irritation 0.016 Respiratory Toxicity 0.034


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.163 IGC50 3.837
LC50FM 4.301 LC50DM 5.133


Tox21 Pathway

Property Value Property Value
NR-AR 0.192 NR-AR-LBD 0.372
NR-AhR 0.006 NR-Aromatase 0.035
NR-ER 0.386 NR-ER-LBD 0.348
NR-PPAR-gamma 0.39 SR-ARE 0.635
SR-ATAD5 0.274 SR-HSE 0.079
SR-MMP 0.137 SR-p53 0.051


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Similar covalent drugs

No similar covalent drugs found for this compound.