US9169270, 91

ID: ALA3984755

PubChem CID: 72949064

Max Phase: Preclinical

Molecular Formula: C23H25ClN4O5S

Molecular Weight: 505.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1nc(C)cc1CCOC(=O)N1CCc2ncsc2C1c1cc(Cl)ccc1OCC(=O)O

Standard InChI:  InChI=1S/C23H25ClN4O5S/c1-3-28-16(10-14(2)26-28)7-9-32-23(31)27-8-6-18-22(34-13-25-18)21(27)17-11-15(24)4-5-19(17)33-12-20(29)30/h4-5,10-11,13,21H,3,6-9,12H2,1-2H3,(H,29,30)

Standard InChI Key:  PMINVNCOEOUZNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.4550    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1517   -0.8676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1554   -1.9824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4054   -3.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3428   -5.8472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004   -3.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978   -3.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003   -3.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2377   -3.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2044   -1.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  3  1  0
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 20 21  1  0
 21 17  2  0
 21 22  1  0
 22 14  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984755

   2-[4-chloro-2-[5-[2-(2-ethyl-5-methylpyrazol-3-yl)ethoxycarbonyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-4-yl]phenoxy]acetic acid

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: 505.00

Molecular Weight (Monoisotopic): 504.1234

AlogP: 4.11

#Rotatable Bonds: 8

Polar Surface Area: 106.78

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.70

CX Basic pKa: 2.92

CX LogP: 2.53

CX LogD: -0.40

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -1.35

References

1.  (2015)  1-phenyl-substituted heterocyclyl derivatives and their use as prostaglandin D2 receptor modulators, 

Source

Source(1):

• BindingDB Database