Compound information

Natural Products
ZC717635
Molecular Formula
C21H33N5O5
Molecular Weight
435.248169156 g/mol
Structure
IUPAC Name
methyl (2R)-2-[[(2R)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoyl]amino]-4-methyl-pentanoate
InChI
InChI=1S/C21H33N5O5/c1-14(2)12-17(19(28)30-3)25-18(27)16(10-7-11-24-20(22)23)26-21(29)31-13-15-8-5-4-6-9-15/h4-6,8-9,14,16-17H,7,10-13H2,1-3H3,(H,25,27)(H,26,29)(H4,22,23,24)/t16-,17-/m1/s1
InChI Key
UIESYHDNHVGZRB-IAGOWNOFSA-N
SMILES
COC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000005957691

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 1
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 1.787
LogS -2.373 LogD 2.039


Absorption

Property Value Property Value
Pgp inhibitor 0.208 Pgp substrate 0.996
HIA 0.759 F20 % 0.987
F30 % 0.001 Caco-2 -5.792
MDCK -5.373


Distribution

Property Value Property Value
BBB Penetration 0.739 PPB 28.739
VD 0.405 Fu 0.502


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.566
CYP2A6 substrate 0.249 CYP2B6 substrate 0.411
CYP2C19 inhibitor 0.165 CYP2C19 substrate 0.455
CYP2C8 substrate 0.509 CYP2C9 inhibitor 0.158
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.02
CYP2D6 substrate 0.388 CYP2E1 substrate 0.268
CYP3A4 inhibitor 0.501 CYP3A4 substrate 0.951


Excretion

Property Value Property Value
T1/2 0.756 CL 4.848


Toxicity

Property Value Property Value
hERG Blockers 0.383 Hepatotoxicity 0.079
Mutagenicity 0.063 Rat Oral Acute Toxicity 0.036
FDAMDD 0.121 Skin Sensitization 0.004
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.048


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.858 IGC50 2.468
LC50FM 3.894 LC50DM 3.622


Tox21 Pathway

Property Value Property Value
NR-AR 0.169 NR-AR-LBD 0.275
NR-AhR 0.003 NR-Aromatase 0.023
NR-ER 0.249 NR-ER-LBD 0.351
NR-PPAR-gamma 0.208 SR-ARE 0.155
SR-ATAD5 0.302 SR-HSE 0.08
SR-MMP 0.009 SR-p53 0.034


Similar covalent inhibitors

CI005325

Similarity Score: 0.61

CI005318

Similarity Score: 0.57

CI005306

Similarity Score: 0.56

CI000102

Similarity Score: 0.55

CI002644

Similarity Score: 0.55

CI000107

Similarity Score: 0.53

CI006844

Similarity Score: 0.53

CI000115

Similarity Score: 0.52

CI001363

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.