Compound information

Natural Products
NACP72160
Molecular Formula
C23H28N2O5
Molecular Weight
412.199821996 g/mol
Structure
IUPAC Name
methyl 2-[[2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-phenyl-propanoate
InChI
InChI=1S/C23H28N2O5/c1-16(2)20(25-23(28)30-15-18-12-8-5-9-13-18)21(26)24-19(22(27)29-3)14-17-10-6-4-7-11-17/h4-13,16,19-20H,14-15H2,1-3H3,(H,24,26)(H,25,28)
InChI Key
LCLXBNDAOUUZSN-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)NC(C(=O)OC)CC=2C=CC=CC2)C(C)C
CAS
4817-95-2
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0105105

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 3.276
LogS -3.79 LogD 3.524


Absorption

Property Value Property Value
Pgp inhibitor 0.982 Pgp substrate 0.099
HIA 0.961 F20 % 0.989
F30 % 0.257 Caco-2 -4.778
MDCK -4.601


Distribution

Property Value Property Value
BBB Penetration 0.099 PPB 86.692
VD 0.451 Fu 1.576


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.621
CYP2A6 substrate 0.274 CYP2B6 substrate 0.434
CYP2C19 inhibitor 0.975 CYP2C19 substrate 0.418
CYP2C8 substrate 0.718 CYP2C9 inhibitor 0.289
CYP2C9 substrate 0.08 CYP2D6 inhibitor 0.024
CYP2D6 substrate 0.327 CYP2E1 substrate 0.222
CYP3A4 inhibitor 0.976 CYP3A4 substrate 0.29


Excretion

Property Value Property Value
T1/2 0.763 CL 3.303


Toxicity

Property Value Property Value
hERG Blockers 0.524 Hepatotoxicity 0.989
Mutagenicity 0.262 Rat Oral Acute Toxicity 0.142
FDAMDD 0.352 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.005
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.114 IGC50 4.14
LC50FM 4.024 LC50DM 5.216


Tox21 Pathway

Property Value Property Value
NR-AR 0.211 NR-AR-LBD 0.202
NR-AhR 0.004 NR-Aromatase 0.097
NR-ER 0.246 NR-ER-LBD 0.429
NR-PPAR-gamma 0.221 SR-ARE 0.282
SR-ATAD5 0.349 SR-HSE 0.121
SR-MMP 0.417 SR-p53 0.02


Similar covalent inhibitors

CI000867

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CI000667

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CI006837

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CI007860

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CI004314

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CI001455

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CI001889

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CI001952

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CI002271

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CI002274

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CI006084

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CI000115

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CI001914

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CI001965

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CI004309

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CI006078

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CI006115

Similarity Score: 0.52

CI000238

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CI004288

Similarity Score: 0.51

CI005325

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.