4-({4-[({(3R,4R)-1-Formyl-3-hydroxy-3-[(hydroxyamino)carbonyl]piperidin-4-yl}amino)sulfonyl]phenoxy}methyl)-2-methylquinolinium trifluoroacetic acid salt

ID: ALA4077726

PubChem CID: 87587813

Max Phase: Preclinical

Molecular Formula: C26H27F3N4O9S

Molecular Weight: 514.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(COc2ccc(S(=O)(=O)N[C@@H]3CCN(C=O)C[C@]3(O)C(=O)NO)cc2)c2ccccc2n1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C24H26N4O7S.C2HF3O2/c1-16-12-17(20-4-2-3-5-21(20)25-16)13-35-18-6-8-19(9-7-18)36(33,34)27-22-10-11-28(15-29)14-24(22,31)23(30)26-32;3-2(4,5)1(6)7/h2-9,12,15,22,27,31-32H,10-11,13-14H2,1H3,(H,26,30);(H,6,7)/t22-,24-;/m1./s1

Standard InChI Key:  PGGXYVFZACPWGT-NOURSWRJSA-N

Molfile:  

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M  END

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: 514.56

Molecular Weight (Monoisotopic): 514.1522

AlogP: 0.87

#Rotatable Bonds: 8

Polar Surface Area: 158.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.56

CX Basic pKa: 5.02

CX LogP: 0.07

CX LogD: 0.04

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: -0.75

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