Compound information

Natural Products
ZC244641
Molecular Formula
C21H32N6O4
Molecular Weight
432.248503504 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[(2R)-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+/m0/s1
InChI Key
SNPXWSQIUYYBIV-DLBZAZTESA-N
SMILES
CCNC(=O)[C@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000102196776

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 0.153
LogS -2.233 LogD 0.742


Absorption

Property Value Property Value
Pgp inhibitor 0.02 Pgp substrate 0.997
HIA 0.014 F20 % 0.854
F30 % 0.0 Caco-2 -5.864
MDCK -5.364


Distribution

Property Value Property Value
BBB Penetration 0.8 PPB 41.922
VD 0.783 Fu 0.033


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.68
CYP2A6 substrate 0.356 CYP2B6 substrate 0.556
CYP2C19 inhibitor 0.068 CYP2C19 substrate 0.828
CYP2C8 substrate 0.597 CYP2C9 inhibitor 0.195
CYP2C9 substrate 0.081 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.894 CYP2E1 substrate 0.299
CYP3A4 inhibitor 0.039 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.733 CL 4.747


Toxicity

Property Value Property Value
hERG Blockers 0.086 Hepatotoxicity 0.027
Mutagenicity 0.038 Rat Oral Acute Toxicity 0.132
FDAMDD 0.292 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.496


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.982 IGC50 2.163
LC50FM 0.139 LC50DM -3.412


Tox21 Pathway

Property Value Property Value
NR-AR 0.16 NR-AR-LBD 0.243
NR-AhR 0.003 NR-Aromatase 0.021
NR-ER 0.258 NR-ER-LBD 0.375
NR-PPAR-gamma 0.199 SR-ARE 0.114
SR-ATAD5 0.283 SR-HSE 0.137
SR-MMP 0.007 SR-p53 0.025


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Similar covalent drugs

No similar covalent drugs found for this compound.