Compound information

Natural Products
ZC1045187
Molecular Formula
C33H45N5O9
Molecular Weight
655.32172802 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-4-methyl-pentanoic acid
InChI
InChI=1S/C33H45N5O9/c1-20(2)15-26(31(44)45)37-30(43)25(16-21-9-7-6-8-10-21)36-28(41)19-34-27(40)18-35-29(42)24(38-32(46)47-33(3,4)5)17-22-11-13-23(39)14-12-22/h6-14,20,24-26,39H,15-19H2,1-5H3,(H,34,40)(H,35,42)(H,36,41)(H,37,43)(H,38,46)(H,44,45)/t24-,25-,26-/m0/s1
InChI Key
LRVSRJCCIDBURD-GSDHBNRESA-N
SMILES
CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)OC(C)(C)C)C(=O)O
Source
ZINC000150377349

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 47 Ring Count 2
Heteroatom Count 14 Rotatable Bond Count 16
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 7
Topological Polar Surface Area 212.26 Å2 LogP 2.229
LogS -4.01 LogD 2.629


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.953
HIA 0.0 F20 % 0.003
F30 % 0.0 Caco-2 -6.946
MDCK -5.757


Distribution

Property Value Property Value
BBB Penetration 0.02 PPB 87.168
VD 0.393 Fu 1.513


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.292
CYP2A6 substrate 0.331 CYP2B6 substrate 0.284
CYP2C19 inhibitor 0.107 CYP2C19 substrate 0.914
CYP2C8 substrate 0.441 CYP2C9 inhibitor 0.001
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.015
CYP2D6 substrate 0.25 CYP2E1 substrate 0.3
CYP3A4 inhibitor 0.004 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.944 CL 4.641


Toxicity

Property Value Property Value
hERG Blockers 0.2 Hepatotoxicity 0.071
Mutagenicity 0.03 Rat Oral Acute Toxicity 0.2
FDAMDD 0.019 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.008
Eye Irritation 0.001 Respiratory Toxicity 0.0


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.944 IGC50 1.847
LC50FM -0.46 LC50DM 4.353


Tox21 Pathway

Property Value Property Value
NR-AR 0.282 NR-AR-LBD 0.379
NR-AhR 0.004 NR-Aromatase 0.21
NR-ER 0.437 NR-ER-LBD 0.559
NR-PPAR-gamma 0.373 SR-ARE 0.399
SR-ATAD5 0.349 SR-HSE 0.191
SR-MMP 0.089 SR-p53 0.406


Similar covalent inhibitors

CI002436

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CI006100

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CI000510

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CI002437

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CI006111

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CI000418

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CI000312

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CI006114

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CI000659

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CI000677

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CI001543

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CI000488

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CI003322

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CI002792

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CI002933

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Similar covalent drugs

No similar covalent drugs found for this compound.