2-(1-(2-(dimethylamino)-2-methylpropanoyl)-3-((4-((2-methylquinolin-4-yl)methoxy)phenyl)sulfonamido)azetidin-3-yl)-N-hydroxyacetamide

ID: ALA4209541

PubChem CID: 130273554

Max Phase: Preclinical

Molecular Formula: C28H35N5O6S

Molecular Weight: 569.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(COc2ccc(S(=O)(=O)NC3(CC(=O)NO)CN(C(=O)C(C)(C)N(C)C)C3)cc2)c2ccccc2n1

Standard InChI:  InChI=1S/C28H35N5O6S/c1-19-14-20(23-8-6-7-9-24(23)29-19)16-39-21-10-12-22(13-11-21)40(37,38)31-28(15-25(34)30-36)17-33(18-28)26(35)27(2,3)32(4)5/h6-14,31,36H,15-18H2,1-5H3,(H,30,34)

Standard InChI Key:  CAWAGNVJSKTWIV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7330  -19.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9835  -19.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5791  -19.2288    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0110  -19.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7171  -18.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8724  -18.8248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7455  -20.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1481  -21.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
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  9 30  1  0
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  4 31  1  0
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 32 34  2  0
 33 35  1  0
  6 36  1  0
 36 37  2  0
 36  2  1  0
  2 38  1  0
 38 39  1  0
 38 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4209541

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 569.68

Molecular Weight (Monoisotopic): 569.2308

AlogP: 2.22

#Rotatable Bonds: 10

Polar Surface Area: 141.17

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.94

CX Basic pKa: 8.05

CX LogP: 1.10

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -0.96

References

1. Boiteau JG, Ouvry G, Arlabosse JM, Astri S, Beillard A, Bhurruth-Alcor Y, Bonnary L, Bouix-Peter C, Bouquet K, Bourotte M, Cardinaud I, Comino C, Deprez B, Duvert D, Féret A, Hacini-Rachinel F, Harris CS, Luzy AP, Mathieu A, Millois C, Orsini N, Pascau J, Pinto A, Piwnica D, Polge G, Reitz A, Reversé K, Rodeville N, Rossio P, Spiesse D, Tabet S, Taquet N, Tomas L, Vial E, Hennequin LF..  (2018)  Discovery and process development of a novel TACE inhibitor for the topical treatment of psoriasis.,  26  (4): [PMID:28818461] [10.1016/j.bmc.2017.07.054]

Source

Source(1):

• Scientific Literature