Compound information

Natural Products
ZC253488
Molecular Formula
C25H38N6O6
Molecular Weight
518.285282936 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-1-[(2R)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]pyrrolidine-2-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C25H38N6O6/c1-25(2,3)37-24(36)30-18(15-16-9-5-4-6-10-16)21(33)31-14-8-12-19(31)20(32)29-17(22(34)35)11-7-13-28-23(26)27/h4-6,9-10,17-19H,7-8,11-15H2,1-3H3,(H,29,32)(H,30,36)(H,34,35)(H4,26,27,28)/t17-,18+,19-/m0/s1
InChI Key
CBJCGSXEQDJZCG-OTWHNJEPSA-N
SMILES
CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
Source
ZINC000015721233

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 37 Ring Count 2
Heteroatom Count 12 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 186.94 Å2 LogP 0.616
LogS -2.888 LogD 0.372


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.986
HIA 0.0 F20 % 0.105
F30 % 0.0 Caco-2 -6.886
MDCK -5.894


Distribution

Property Value Property Value
BBB Penetration 0.643 PPB 58.245
VD 0.439 Fu 0.381


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.404
CYP2A6 substrate 0.275 CYP2B6 substrate 0.406
CYP2C19 inhibitor 0.052 CYP2C19 substrate 0.889
CYP2C8 substrate 0.423 CYP2C9 inhibitor 0.06
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.478 CYP2E1 substrate 0.327
CYP3A4 inhibitor 0.003 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.874 CL 4.866


Toxicity

Property Value Property Value
hERG Blockers 0.347 Hepatotoxicity 0.189
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.047
FDAMDD 0.62 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.129


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.82 IGC50 1.651
LC50FM 0.048 LC50DM -0.689


Tox21 Pathway

Property Value Property Value
NR-AR 0.393 NR-AR-LBD 0.339
NR-AhR 0.008 NR-Aromatase 0.026
NR-ER 0.452 NR-ER-LBD 0.422
NR-PPAR-gamma 0.517 SR-ARE 0.315
SR-ATAD5 0.352 SR-HSE 0.092
SR-MMP 0.009 SR-p53 0.054


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