Compound information

Natural Products
ZC1261010
Molecular Formula
C22H28N4O5
Molecular Weight
428.205969996 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-5-(benzyloxycarbonylamino)-1-(hydrazinecarbonyl)pentyl]carbamate
InChI
InChI=1S/C22H28N4O5/c23-26-20(27)19(25-22(29)31-16-18-11-5-2-6-12-18)13-7-8-14-24-21(28)30-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16,23H2,(H,24,28)(H,25,29)(H,26,27)/t19-/m0/s1
InChI Key
UOFNQHCSYUXTKU-IBGZPJMESA-N
SMILES
NNC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000017013222

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 131.78 Å2 LogP 1.961
LogS -3.839 LogD 3.034


Absorption

Property Value Property Value
Pgp inhibitor 0.223 Pgp substrate 0.932
HIA 0.971 F20 % 0.992
F30 % 0.0 Caco-2 -4.973
MDCK -5.085


Distribution

Property Value Property Value
BBB Penetration 0.118 PPB 71.313
VD 0.902 Fu 0.705


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.901 CYP1A2 substrate 0.777
CYP2A6 substrate 0.546 CYP2B6 substrate 0.674
CYP2C19 inhibitor 0.852 CYP2C19 substrate 0.875
CYP2C8 substrate 0.832 CYP2C9 inhibitor 0.846
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.347
CYP2D6 substrate 0.966 CYP2E1 substrate 0.335
CYP3A4 inhibitor 0.941 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.815 CL 4.343


Toxicity

Property Value Property Value
hERG Blockers 0.181 Hepatotoxicity 0.698
Mutagenicity 0.973 Rat Oral Acute Toxicity 0.131
FDAMDD 0.298 Skin Sensitization 0.143
Carcinogenicity 0.099 Eye Corrosion 0.005
Eye Irritation 0.0 Respiratory Toxicity 0.374


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.572 IGC50 3.731
LC50FM 4.202 LC50DM 5.591


Tox21 Pathway

Property Value Property Value
NR-AR 0.107 NR-AR-LBD 0.208
NR-AhR 0.82 NR-Aromatase 0.036
NR-ER 0.731 NR-ER-LBD 0.343
NR-PPAR-gamma 0.319 SR-ARE 0.428
SR-ATAD5 0.656 SR-HSE 0.282
SR-MMP 0.467 SR-p53 0.059


Similar covalent inhibitors

CI004063

Similarity Score: 0.63

CI003307

Similarity Score: 0.62

CI003857

Similarity Score: 0.62

CI003868

Similarity Score: 0.59

CI003897

Similarity Score: 0.54

CI002593

Similarity Score: 0.52

CI002596

Similarity Score: 0.52

CI003305

Similarity Score: 0.52

CI003767

Similarity Score: 0.51

CI003982

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.