Compound information

Natural Products
ZC244683
Molecular Formula
C21H32N6O4
Molecular Weight
432.248503504 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidine-1-carbonyl]-4-guanidino-butyl]carbamate
InChI
InChI=1S/C21H32N6O4/c1-2-24-18(28)17-11-7-13-27(17)19(29)16(10-6-12-25-20(22)23)26-21(30)31-14-15-8-4-3-5-9-15/h3-5,8-9,16-17H,2,6-7,10-14H2,1H3,(H,24,28)(H,26,30)(H4,22,23,25)/t16-,17+/m1/s1
InChI Key
SNPXWSQIUYYBIV-SJORKVTESA-N
SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000096027882

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 149.64 Å2 LogP 0.144
LogS -2.302 LogD 0.7


Absorption

Property Value Property Value
Pgp inhibitor 0.02 Pgp substrate 0.999
HIA 0.062 F20 % 0.541
F30 % 0.0 Caco-2 -6.194
MDCK -5.682


Distribution

Property Value Property Value
BBB Penetration 0.44 PPB 47.105
VD 0.649 Fu 0.052


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.683
CYP2A6 substrate 0.312 CYP2B6 substrate 0.517
CYP2C19 inhibitor 0.068 CYP2C19 substrate 0.784
CYP2C8 substrate 0.584 CYP2C9 inhibitor 0.244
CYP2C9 substrate 0.493 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.884 CYP2E1 substrate 0.272
CYP3A4 inhibitor 0.103 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.716 CL 5.632


Toxicity

Property Value Property Value
hERG Blockers 0.054 Hepatotoxicity 0.025
Mutagenicity 0.049 Rat Oral Acute Toxicity 0.144
FDAMDD 0.381 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.498


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.814 IGC50 2.287
LC50FM 0.403 LC50DM -4.11


Tox21 Pathway

Property Value Property Value
NR-AR 0.176 NR-AR-LBD 0.239
NR-AhR 0.002 NR-Aromatase 0.023
NR-ER 0.263 NR-ER-LBD 0.36
NR-PPAR-gamma 0.218 SR-ARE 0.114
SR-ATAD5 0.283 SR-HSE 0.156
SR-MMP 0.009 SR-p53 0.024


Similar covalent inhibitors

CI005318

Similarity Score: 0.73

CI005320

Similarity Score: 0.73

CI005307

Similarity Score: 0.70

CI005304

Similarity Score: 0.69

CI005319

Similarity Score: 0.69

CI005322

Similarity Score: 0.68

CI005321

Similarity Score: 0.67

CI005326

Similarity Score: 0.66

CI005306

Similarity Score: 0.65

CI005303

Similarity Score: 0.61

CI005323

Similarity Score: 0.60

CI005324

Similarity Score: 0.60

CI005302

Similarity Score: 0.59

CI000824

Similarity Score: 0.55

CI005308

Similarity Score: 0.53

CI005327

Similarity Score: 0.53

CI005328

Similarity Score: 0.53

CI000825

Similarity Score: 0.53

CI000827

Similarity Score: 0.53

CI005316

Similarity Score: 0.52

CI000373

Similarity Score: 0.51

CI007671

Similarity Score: 0.51

CI002606

Similarity Score: 0.51

CI003275

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.