Compound information

Natural Products
ZC742587
Molecular Formula
C23H29N5O5
Molecular Weight
455.216869028 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C23H29N5O5/c24-22(25)26-13-7-12-18(21(30)31)27-20(29)19(14-16-8-3-1-4-9-16)28-23(32)33-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,27,29)(H,28,32)(H,30,31)(H4,24,25,26)/t18-,19-/m0/s1
InChI Key
XHGIWCXAACQYGK-OALUTQOASA-N
SMILES
N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000008761990

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 2
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 1.02
LogS -3.42 LogD 0.545


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.25
HIA 0.0 F20 % 0.05
F30 % 0.0 Caco-2 -6.67
MDCK -5.733


Distribution

Property Value Property Value
BBB Penetration 0.062 PPB 75.235
VD 0.69 Fu 0.447


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.7
CYP2A6 substrate 0.495 CYP2B6 substrate 0.445
CYP2C19 inhibitor 0.179 CYP2C19 substrate 0.902
CYP2C8 substrate 0.693 CYP2C9 inhibitor 0.035
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.19
CYP2D6 substrate 0.783 CYP2E1 substrate 0.27
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.985


Excretion

Property Value Property Value
T1/2 0.781 CL 2.429


Toxicity

Property Value Property Value
hERG Blockers 0.499 Hepatotoxicity 0.101
Mutagenicity 0.017 Rat Oral Acute Toxicity 0.167
FDAMDD 0.232 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.125


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.748 IGC50 2.352
LC50FM 3.01 LC50DM 3.691


Tox21 Pathway

Property Value Property Value
NR-AR 0.364 NR-AR-LBD 0.327
NR-AhR 0.004 NR-Aromatase 0.029
NR-ER 0.318 NR-ER-LBD 0.364
NR-PPAR-gamma 0.492 SR-ARE 0.122
SR-ATAD5 0.411 SR-HSE 0.165
SR-MMP 0.008 SR-p53 0.034


Similar covalent inhibitors

CI005325

Similarity Score: 0.60

CI006078

Similarity Score: 0.58

CI002644

Similarity Score: 0.58

CI003307

Similarity Score: 0.58

CI005320

Similarity Score: 0.56

CI006079

Similarity Score: 0.56

CI004288

Similarity Score: 0.54

CI004314

Similarity Score: 0.54

CI000667

Similarity Score: 0.54

CI004063

Similarity Score: 0.53

CI002272

Similarity Score: 0.52

CI002273

Similarity Score: 0.52

CI000107

Similarity Score: 0.51

CI004866

Similarity Score: 0.51

CI000712

Similarity Score: 0.51

CI001365

Similarity Score: 0.51

CI001889

Similarity Score: 0.51

CI001964

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.