Compound information

Natural Products
ZC239093
Molecular Formula
C20H29N5O5
Molecular Weight
419.216869028 g/mol
Structure
IUPAC Name
methyl (2R)-1-[(2S)-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+/m0/s1
InChI Key
SDSIMCZEPCWUQN-JKSUJKDBSA-N
SMILES
COC(=O)[C@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000102196765

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 0.464
LogS -2.252 LogD 0.758


Absorption

Property Value Property Value
Pgp inhibitor 0.025 Pgp substrate 0.991
HIA 0.045 F20 % 0.909
F30 % 0.0 Caco-2 -5.869
MDCK -5.308


Distribution

Property Value Property Value
BBB Penetration 0.085 PPB 50.477
VD 0.631 Fu 0.121


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.62
CYP2A6 substrate 0.391 CYP2B6 substrate 0.532
CYP2C19 inhibitor 0.097 CYP2C19 substrate 0.785
CYP2C8 substrate 0.58 CYP2C9 inhibitor 0.228
CYP2C9 substrate 0.421 CYP2D6 inhibitor 0.011
CYP2D6 substrate 0.901 CYP2E1 substrate 0.342
CYP3A4 inhibitor 0.057 CYP3A4 substrate 0.972


Excretion

Property Value Property Value
T1/2 0.739 CL 3.47


Toxicity

Property Value Property Value
hERG Blockers 0.256 Hepatotoxicity 0.2
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.078
FDAMDD 0.49 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.195


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.19 IGC50 2.225
LC50FM 1.47 LC50DM -0.716


Tox21 Pathway

Property Value Property Value
NR-AR 0.174 NR-AR-LBD 0.206
NR-AhR 0.003 NR-Aromatase 0.021
NR-ER 0.238 NR-ER-LBD 0.404
NR-PPAR-gamma 0.174 SR-ARE 0.131
SR-ATAD5 0.304 SR-HSE 0.182
SR-MMP 0.008 SR-p53 0.027


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.