(3S,4R)-N-3-Hydroxy-N-1-,3-dimethyl-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]piperidine-1,3-dicarboxamide)

ID: ALA4102629

PubChem CID: 57848908

Max Phase: Preclinical

Molecular Formula: C26H31N5O6S

Molecular Weight: 541.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)N1CC[C@@H](NS(=O)(=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)[C@@](C)(C(=O)NO)C1

Standard InChI:  InChI=1S/C26H31N5O6S/c1-17-14-18(21-6-4-5-7-22(21)28-17)15-37-19-8-10-20(11-9-19)38(35,36)30-23-12-13-31(25(33)27-3)16-26(23,2)24(32)29-34/h4-11,14,23,30,34H,12-13,15-16H2,1-3H3,(H,27,33)(H,29,32)/t23-,26+/m1/s1

Standard InChI Key:  MCKSCWWXOVOQMO-BVAGGSTKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4102629

   (3S,4R)-3-N-hydroxy-1-N,3-dimethyl-4-[[4-[(2-methylquinolin-4-yl)methoxy]phenyl]sulfonylamino]piperidine-1,3-dicarboxamide

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: 541.63

Molecular Weight (Monoisotopic): 541.1995

AlogP: 2.33

#Rotatable Bonds: 7

Polar Surface Area: 149.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.80

CX Basic pKa: 5.02

CX LogP: 1.16

CX LogD: 1.14

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: -0.95

References

1. Ouvry G, Berton Y, Bhurruth-Alcor Y, Bonnary L, Bouix-Peter C, Bouquet K, Bourotte M, Chambon S, Comino C, Deprez B, Duvert D, Duvert G, Hacini-Rachinel F, Harris CS, Luzy AP, Mathieu A, Millois C, Pascau J, Pinto A, Polge G, Reitz A, Reversé K, Rosignoli C, Taquet N, Hennequin LF..  (2017)  Identification of novel TACE inhibitors compatible with topical application.,  27  (8): [PMID:28274635] [10.1016/j.bmcl.2017.02.035]

Source

Source(1):

• Scientific Literature