Compound information

Natural Products
ZC239701
Molecular Formula
C20H29N5O5
Molecular Weight
419.216869028 g/mol
Structure
IUPAC Name
methyl (2S)-1-[(2R)-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+/m1/s1
InChI Key
SDSIMCZEPCWUQN-CVEARBPZSA-N
SMILES
COC(=O)[C@@H]1CCCN1C(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000096027880

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 0.455
LogS -2.339 LogD 0.642


Absorption

Property Value Property Value
Pgp inhibitor 0.041 Pgp substrate 0.996
HIA 0.597 F20 % 0.965
F30 % 0.0 Caco-2 -5.985
MDCK -5.513


Distribution

Property Value Property Value
BBB Penetration 0.055 PPB 51.566
VD 0.593 Fu 0.139


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.59
CYP2A6 substrate 0.386 CYP2B6 substrate 0.539
CYP2C19 inhibitor 0.061 CYP2C19 substrate 0.821
CYP2C8 substrate 0.608 CYP2C9 inhibitor 0.235
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.911 CYP2E1 substrate 0.313
CYP3A4 inhibitor 0.081 CYP3A4 substrate 0.976


Excretion

Property Value Property Value
T1/2 0.65 CL 4.459


Toxicity

Property Value Property Value
hERG Blockers 0.197 Hepatotoxicity 0.132
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.114
FDAMDD 0.648 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.285


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.456 IGC50 2.199
LC50FM 1.732 LC50DM -1.958


Tox21 Pathway

Property Value Property Value
NR-AR 0.214 NR-AR-LBD 0.209
NR-AhR 0.003 NR-Aromatase 0.021
NR-ER 0.264 NR-ER-LBD 0.4
NR-PPAR-gamma 0.204 SR-ARE 0.11
SR-ATAD5 0.306 SR-HSE 0.16
SR-MMP 0.008 SR-p53 0.027


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Similar covalent drugs

No similar covalent drugs found for this compound.