Compound information

Natural Products
ZC864095
Molecular Formula
C20H31N5O5
Molecular Weight
421.232519092 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-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)/t15-,16-/m1/s1
InChI Key
KFBDTHSSJMQGMW-HZPDHXFCSA-N
SMILES
CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](CCCNC(=N)N)C(=O)O
Source
ZINC000004043726

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 1.038
LogS -2.336 LogD 0.528


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.988
HIA 0.066 F20 % 0.99
F30 % 0.037 Caco-2 -6.519
MDCK -5.877


Distribution

Property Value Property Value
BBB Penetration 0.321 PPB 42.182
VD 0.375 Fu 0.571


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.531
CYP2A6 substrate 0.207 CYP2B6 substrate 0.372
CYP2C19 inhibitor 0.032 CYP2C19 substrate 0.369
CYP2C8 substrate 0.536 CYP2C9 inhibitor 0.154
CYP2C9 substrate 0.996 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.262 CYP2E1 substrate 0.294
CYP3A4 inhibitor 0.039 CYP3A4 substrate 0.846


Excretion

Property Value Property Value
T1/2 0.809 CL 4.2


Toxicity

Property Value Property Value
hERG Blockers 0.378 Hepatotoxicity 0.026
Mutagenicity 0.018 Rat Oral Acute Toxicity 0.021
FDAMDD 0.072 Skin Sensitization 0.001
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.067


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.773 IGC50 2.079
LC50FM 3.545 LC50DM 3.76


Tox21 Pathway

Property Value Property Value
NR-AR 0.407 NR-AR-LBD 0.409
NR-AhR 0.004 NR-Aromatase 0.021
NR-ER 0.404 NR-ER-LBD 0.348
NR-PPAR-gamma 0.454 SR-ARE 0.113
SR-ATAD5 0.291 SR-HSE 0.043
SR-MMP 0.009 SR-p53 0.041


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