3-(3-(methoxycarbonyl)-4,5-dimethylthiophen-2-ylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

ID: ALA4868948

PubChem CID: 164619760

Max Phase: Preclinical

Molecular Formula: C18H21NO5S

Molecular Weight: 363.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(NC(=O)C2C(C(=O)O)[C@@H]3C=C[C@H]2CC3)sc(C)c1C

Standard InChI:  InChI=1S/C18H21NO5S/c1-8-9(2)25-16(12(8)18(23)24-3)19-15(20)13-10-4-6-11(7-5-10)14(13)17(21)22/h4,6,10-11,13-14H,5,7H2,1-3H3,(H,19,20)(H,21,22)/t10-,11+,13?,14?/m0/s1

Standard InChI Key:  CTESPVHSEOQRTH-YWBBTBBSSA-N

Molfile:  

 
     RDKit          2D

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   39.2835  -10.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2835  -11.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9956  -11.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7076  -11.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7076  -10.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9956  -10.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4233  -10.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1365  -10.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4257   -9.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9956   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7100   -8.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2811   -8.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2811   -8.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9443   -7.5917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.6894   -6.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8643   -6.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6094   -7.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3793   -6.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1743   -6.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8249   -7.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2116   -7.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4271   -7.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6536   -8.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1085  -10.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8950  -11.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7002   -9.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   41.3926  -11.9727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  4  3  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
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 15 16  2  0
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 17 13  2  0
 16 18  1  0
 15 19  1  0
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 20 21  1  0
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 20 23  2  0
  1 24  1  0
 24 25  1  0
  4 25  1  0
  1 26  1  1
  4 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4868948

   ---

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: 363.44

Molecular Weight (Monoisotopic): 363.1140

AlogP: 3.00

#Rotatable Bonds: 4

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -0.80

References

1. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(1):

• Scientific Literature