Compound information

Natural Products
ZC744620
Molecular Formula
C23H29N5O5
Molecular Weight
455.216869028 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C23H29N5O5/c24-22(25)26-13-7-12-18(21(30)31)27-20(29)19(14-16-8-3-1-4-9-16)28-23(32)33-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,27,29)(H,28,32)(H,30,31)(H4,24,25,26)/t18-,19+/m0/s1
InChI Key
XHGIWCXAACQYGK-RBUKOAKNSA-N
SMILES
N=C(N)NCCC[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000008761994

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 166.63 Å2 LogP 1.153
LogS -3.091 LogD 0.553


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.863
HIA 0.002 F20 % 0.18
F30 % 0.0 Caco-2 -6.576
MDCK -5.784


Distribution

Property Value Property Value
BBB Penetration 0.949 PPB 52.693
VD 0.547 Fu 0.549


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.717
CYP2A6 substrate 0.326 CYP2B6 substrate 0.37
CYP2C19 inhibitor 0.146 CYP2C19 substrate 0.68
CYP2C8 substrate 0.658 CYP2C9 inhibitor 0.117
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.146
CYP2D6 substrate 0.474 CYP2E1 substrate 0.359
CYP3A4 inhibitor 0.028 CYP3A4 substrate 0.954


Excretion

Property Value Property Value
T1/2 0.788 CL 2.789


Toxicity

Property Value Property Value
hERG Blockers 0.352 Hepatotoxicity 0.153
Mutagenicity 0.029 Rat Oral Acute Toxicity 0.144
FDAMDD 0.221 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.115


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.455 IGC50 2.318
LC50FM 3.112 LC50DM 2.579


Tox21 Pathway

Property Value Property Value
NR-AR 0.393 NR-AR-LBD 0.352
NR-AhR 0.005 NR-Aromatase 0.023
NR-ER 0.34 NR-ER-LBD 0.353
NR-PPAR-gamma 0.422 SR-ARE 0.125
SR-ATAD5 0.34 SR-HSE 0.068
SR-MMP 0.01 SR-p53 0.037


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Similar covalent drugs

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