Compound information

Natural Products
ZC717319
Molecular Formula
C21H33N5O5
Molecular Weight
435.248169156 g/mol
Structure
IUPAC Name
methyl (2S)-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-SJORKVTESA-N
SMILES
COC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000005957686

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 1.733
LogS -2.432 LogD 1.852


Absorption

Property Value Property Value
Pgp inhibitor 0.072 Pgp substrate 0.993
HIA 0.495 F20 % 0.99
F30 % 0.001 Caco-2 -5.681
MDCK -5.484


Distribution

Property Value Property Value
BBB Penetration 0.89 PPB 55.403
VD 0.562 Fu 0.561


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.624
CYP2A6 substrate 0.323 CYP2B6 substrate 0.463
CYP2C19 inhibitor 0.149 CYP2C19 substrate 0.856
CYP2C8 substrate 0.586 CYP2C9 inhibitor 0.225
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.66 CYP2E1 substrate 0.271
CYP3A4 inhibitor 0.075 CYP3A4 substrate 0.971


Excretion

Property Value Property Value
T1/2 0.755 CL 5.007


Toxicity

Property Value Property Value
hERG Blockers 0.616 Hepatotoxicity 0.073
Mutagenicity 0.069 Rat Oral Acute Toxicity 0.049
FDAMDD 0.282 Skin Sensitization 0.001
Carcinogenicity 0.002 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.075


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.485 IGC50 2.321
LC50FM 3.722 LC50DM 4.286


Tox21 Pathway

Property Value Property Value
NR-AR 0.121 NR-AR-LBD 0.238
NR-AhR 0.002 NR-Aromatase 0.024
NR-ER 0.253 NR-ER-LBD 0.36
NR-PPAR-gamma 0.213 SR-ARE 0.108
SR-ATAD5 0.326 SR-HSE 0.113
SR-MMP 0.009 SR-p53 0.021


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.