3-((2-Chlorophenyl)thio)-6-(4-(1,1-dioxidothiomorpholino)phenyl)-6-(thiophen-3-yl)piperidine-2,4-dione

ID: ALA4536094

PubChem CID: 155548785

Max Phase: Preclinical

Molecular Formula: C25H23ClN2O4S3

Molecular Weight: 547.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(c2ccc(N3CCS(=O)(=O)CC3)cc2)(c2ccsc2)CC(O)=C1Sc1ccccc1Cl

Standard InChI:  InChI=1S/C25H23ClN2O4S3/c26-20-3-1-2-4-22(20)34-23-21(29)15-25(27-24(23)30,18-9-12-33-16-18)17-5-7-19(8-6-17)28-10-13-35(31,32)14-11-28/h1-9,12,16,29H,10-11,13-15H2,(H,27,30)

Standard InChI Key:  DEHOIWDCYCNUGZ-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4536094

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 547.12

Molecular Weight (Monoisotopic): 546.0508

AlogP: 4.96

#Rotatable Bonds: 5

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.11

CX Basic pKa: 1.68

CX LogP: 3.17

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: -1.31

References

1. Purkey HE, Robarge K, Chen J, Chen Z, Corson LB, Ding CZ, DiPasquale AG, Dragovich PS, Eigenbrot C, Evangelista M, Fauber BP, Gao Z, Ge H, Hitz A, Ho Q, Labadie SS, Lai KW, Liu W, Liu Y, Li C, Ma S, Malek S, O'Brien T, Pang J, Peterson D, Salphati L, Sideris S, Ultsch M, Wei B, Yen I, Yue Q, Zhang H, Zhou A..  (2016)  Cell Active Hydroxylactam Inhibitors of Human Lactate Dehydrogenase with Oral Bioavailability in Mice.,  7  (10): [PMID:27774125] [10.1021/acsmedchemlett.6b00190]

Source

Source(1):

• Scientific Literature