Compound information

Natural Products
ZC244386
Molecular Formula
C21H32N6O4
Molecular Weight
432.248503504 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
SNPXWSQIUYYBIV-IAGOWNOFSA-N
SMILES
CCNC(=O)[C@H]1CCCN1C(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000096027883

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 0.186
LogS -2.245 LogD 0.735


Absorption

Property Value Property Value
Pgp inhibitor 0.027 Pgp substrate 0.999
HIA 0.539 F20 % 0.943
F30 % 0.001 Caco-2 -6.063
MDCK -5.534


Distribution

Property Value Property Value
BBB Penetration 0.788 PPB 20.146
VD 0.714 Fu 0.018


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.641
CYP2A6 substrate 0.274 CYP2B6 substrate 0.487
CYP2C19 inhibitor 0.044 CYP2C19 substrate 0.673
CYP2C8 substrate 0.531 CYP2C9 inhibitor 0.115
CYP2C9 substrate 0.186 CYP2D6 inhibitor 0.016
CYP2D6 substrate 0.741 CYP2E1 substrate 0.261
CYP3A4 inhibitor 0.17 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.704 CL 4.916


Toxicity

Property Value Property Value
hERG Blockers 0.046 Hepatotoxicity 0.024
Mutagenicity 0.105 Rat Oral Acute Toxicity 0.14
FDAMDD 0.219 Skin Sensitization 0.004
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.459


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.259 IGC50 2.291
LC50FM 1.122 LC50DM -3.646


Tox21 Pathway

Property Value Property Value
NR-AR 0.258 NR-AR-LBD 0.306
NR-AhR 0.003 NR-Aromatase 0.018
NR-ER 0.287 NR-ER-LBD 0.321
NR-PPAR-gamma 0.205 SR-ARE 0.115
SR-ATAD5 0.27 SR-HSE 0.09
SR-MMP 0.006 SR-p53 0.047


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Similar covalent drugs

No similar covalent drugs found for this compound.