1-(4-(5-((2-Chlorophenyl)thio)-4,6-dioxo-2-(thiophen-3-yl)piperidin-2-yl)phenyl)piperidine-4-carbonitrile

ID: ALA4475593

PubChem CID: 155537817

Max Phase: Preclinical

Molecular Formula: C27H24ClN3O2S2

Molecular Weight: 522.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CC1CCN(c2ccc(C3(c4ccsc4)CC(O)=C(Sc4ccccc4Cl)C(=O)N3)cc2)CC1

Standard InChI:  InChI=1S/C27H24ClN3O2S2/c28-22-3-1-2-4-24(22)35-25-23(32)15-27(30-26(25)33,20-11-14-34-17-20)19-5-7-21(8-6-19)31-12-9-18(16-29)10-13-31/h1-8,11,14,17-18,32H,9-10,12-13,15H2,(H,30,33)

Standard InChI Key:  DEASOMVFEGTPLS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.1699  -23.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7901  -16.8617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6386  -16.8642    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.2149  -19.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7665  -22.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5258  -24.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3043  -25.3241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
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  2  1  1  0
  1 32  1  0
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  7 30  1  0
 34 35  3  0
  1 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475593

   ---

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: 522.10

Molecular Weight (Monoisotopic): 521.0998

AlogP: 6.47

#Rotatable Bonds: 5

Polar Surface Area: 76.36

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.13

CX Basic pKa: 4.78

CX LogP: 4.40

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -1.24

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