Compound information

Natural Products
NACP65940
Molecular Formula
C20H31N5O5
Molecular Weight
421.232519092 g/mol
Structure
IUPAC Name
2-[[2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C20H31N5O5/c1-13(2)11-16(25-20(29)30-12-14-7-4-3-5-8-14)17(26)24-15(18(27)28)9-6-10-23-19(21)22/h3-5,7-8,13,15-16H,6,9-12H2,1-2H3,(H,24,26)(H,25,29)(H,27,28)(H4,21,22,23)
InChI Key
KFBDTHSSJMQGMW-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)NC(C(=O)O)CCCNC(=N)N)CC(C)C
CAS
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0365478

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 1
Heteroatom Count 10 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 166.63 Å2 LogP 0.701
LogS -2.632 LogD 0.212


Absorption

Property Value Property Value
Pgp inhibitor 0.01 Pgp substrate 0.97
HIA 0.0 F20 % 0.959
F30 % 0.0 Caco-2 -6.634
MDCK -5.811


Distribution

Property Value Property Value
BBB Penetration 0.888 PPB 66.2
VD 0.351 Fu 0.569


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.499
CYP2A6 substrate 0.221 CYP2B6 substrate 0.398
CYP2C19 inhibitor 0.04 CYP2C19 substrate 0.317
CYP2C8 substrate 0.495 CYP2C9 inhibitor 0.264
CYP2C9 substrate 0.05 CYP2D6 inhibitor 0.011
CYP2D6 substrate 0.165 CYP2E1 substrate 0.241
CYP3A4 inhibitor 0.018 CYP3A4 substrate 0.099


Excretion

Property Value Property Value
T1/2 0.774 CL 3.66


Toxicity

Property Value Property Value
hERG Blockers 0.386 Hepatotoxicity 0.168
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.05
FDAMDD 0.039 Skin Sensitization 0.002
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.057


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.142 IGC50 2.263
LC50FM 3.67 LC50DM 4.738


Tox21 Pathway

Property Value Property Value
NR-AR 0.234 NR-AR-LBD 0.287
NR-AhR 0.003 NR-Aromatase 0.026
NR-ER 0.304 NR-ER-LBD 0.332
NR-PPAR-gamma 0.445 SR-ARE 0.09
SR-ATAD5 0.346 SR-HSE 0.084
SR-MMP 0.009 SR-p53 0.022


Similar covalent inhibitors

CI005325

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CI005306

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CI000102

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CI005318

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CI000107

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CI006844

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CI002644

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CI003307

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CI001985

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CI002024

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CI000115

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CI000219

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CI002174

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CI000106

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CI000110

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CI001454

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CI001971

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CI004298

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CI000108

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CI000109

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CI000111

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CI000118

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CI001363

Similarity Score: 0.51

CI001975

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CI004063

Similarity Score: 0.51

CI006089

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.