Compound information

Natural Products
ZC746345
Molecular Formula
C24H31N5O5
Molecular Weight
469.232519092 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-5-guanidino-pentanoate
InChI
InChI=1S/C24H31N5O5/c1-33-22(31)19(13-8-14-27-23(25)26)28-21(30)20(15-17-9-4-2-5-10-17)29-24(32)34-16-18-11-6-3-7-12-18/h2-7,9-12,19-20H,8,13-16H2,1H3,(H,28,30)(H,29,32)(H4,25,26,27)/t19-,20-/m0/s1
InChI Key
DBBGYDMATYKUOH-PMACEKPBSA-N
SMILES
COC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000015722056

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 155.63 Å2 LogP 1.69
LogS -3.054 LogD 1.826


Absorption

Property Value Property Value
Pgp inhibitor 0.012 Pgp substrate 0.957
HIA 0.206 F20 % 0.345
F30 % 0.0 Caco-2 -5.755
MDCK -5.156


Distribution

Property Value Property Value
BBB Penetration 0.025 PPB 80.666
VD 1.144 Fu 0.7


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.006 CYP1A2 substrate 0.673
CYP2A6 substrate 0.512 CYP2B6 substrate 0.528
CYP2C19 inhibitor 0.195 CYP2C19 substrate 0.919
CYP2C8 substrate 0.717 CYP2C9 inhibitor 0.078
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.196
CYP2D6 substrate 0.946 CYP2E1 substrate 0.304
CYP3A4 inhibitor 0.062 CYP3A4 substrate 0.984


Excretion

Property Value Property Value
T1/2 0.677 CL 3.46


Toxicity

Property Value Property Value
hERG Blockers 0.591 Hepatotoxicity 0.13
Mutagenicity 0.043 Rat Oral Acute Toxicity 0.216
FDAMDD 0.74 Skin Sensitization 0.001
Carcinogenicity 0.0 Eye Corrosion 0.005
Eye Irritation 0.0 Respiratory Toxicity 0.156


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.686 IGC50 3.667
LC50FM 3.171 LC50DM 3.269


Tox21 Pathway

Property Value Property Value
NR-AR 0.155 NR-AR-LBD 0.212
NR-AhR 0.003 NR-Aromatase 0.03
NR-ER 0.269 NR-ER-LBD 0.387
NR-PPAR-gamma 0.3 SR-ARE 0.123
SR-ATAD5 0.43 SR-HSE 0.305
SR-MMP 0.067 SR-p53 0.042


Similar covalent inhibitors

CI005325

Similarity Score: 0.61

CI002644

Similarity Score: 0.56

CI005320

Similarity Score: 0.55

CI000667

Similarity Score: 0.55

CI000712

Similarity Score: 0.54

CI001365

Similarity Score: 0.54

CI004314

Similarity Score: 0.53

CI006078

Similarity Score: 0.53

CI000107

Similarity Score: 0.52

CI006079

Similarity Score: 0.52

CI001455

Similarity Score: 0.52

CI001889

Similarity Score: 0.52

CI004063

Similarity Score: 0.52

CI000115

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.