Compound information

Natural Products
ZC238736
Molecular Formula
C20H29N5O5
Molecular Weight
419.216869028 g/mol
Structure
IUPAC Name
methyl (2R)-1-[(2R)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carboxylate
InChI
InChI=1S/C20H29N5O5/c1-29-18(27)16-10-6-12-25(16)17(26)15(9-5-11-23-19(21)22)24-20(28)30-13-14-7-3-2-4-8-14/h2-4,7-8,15-16H,5-6,9-13H2,1H3,(H,24,28)(H4,21,22,23)/t15-,16-/m1/s1
InChI Key
SDSIMCZEPCWUQN-HZPDHXFCSA-N
SMILES
COC(=O)[C@H]1CCCN1C(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000096027881

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 146.84 Å2 LogP 0.487
LogS -2.217 LogD 0.75


Absorption

Property Value Property Value
Pgp inhibitor 0.032 Pgp substrate 0.996
HIA 0.758 F20 % 0.949
F30 % 0.001 Caco-2 -6.082
MDCK -5.443


Distribution

Property Value Property Value
BBB Penetration 0.324 PPB 34.24
VD 0.642 Fu 0.09


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.558
CYP2A6 substrate 0.305 CYP2B6 substrate 0.489
CYP2C19 inhibitor 0.066 CYP2C19 substrate 0.585
CYP2C8 substrate 0.506 CYP2C9 inhibitor 0.116
CYP2C9 substrate 0.869 CYP2D6 inhibitor 0.012
CYP2D6 substrate 0.756 CYP2E1 substrate 0.345
CYP3A4 inhibitor 0.341 CYP3A4 substrate 0.947


Excretion

Property Value Property Value
T1/2 0.729 CL 3.708


Toxicity

Property Value Property Value
hERG Blockers 0.11 Hepatotoxicity 0.092
Mutagenicity 0.036 Rat Oral Acute Toxicity 0.094
FDAMDD 0.309 Skin Sensitization 0.002
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.138


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.613 IGC50 2.281
LC50FM 2.145 LC50DM -1.295


Tox21 Pathway

Property Value Property Value
NR-AR 0.28 NR-AR-LBD 0.245
NR-AhR 0.002 NR-Aromatase 0.018
NR-ER 0.257 NR-ER-LBD 0.367
NR-PPAR-gamma 0.181 SR-ARE 0.137
SR-ATAD5 0.272 SR-HSE 0.123
SR-MMP 0.006 SR-p53 0.046


Similar covalent inhibitors

CI005320

Similarity Score: 0.71

CI005318

Similarity Score: 0.70

CI005307

Similarity Score: 0.68

CI005304

Similarity Score: 0.67

CI005322

Similarity Score: 0.66

CI005321

Similarity Score: 0.65

CI005319

Similarity Score: 0.64

CI005326

Similarity Score: 0.64

CI005306

Similarity Score: 0.62

CI005302

Similarity Score: 0.60

CI005303

Similarity Score: 0.58

CI005324

Similarity Score: 0.58

CI005323

Similarity Score: 0.57

CI005327

Similarity Score: 0.53

CI005328

Similarity Score: 0.53

CI000824

Similarity Score: 0.53

CI002606

Similarity Score: 0.53

CI005308

Similarity Score: 0.51

CI005329

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.