4-(4-(2'-(tert-Butyl)-7'-oxo-6',7'-dihydro-2'H-spiro[piperidine-4,5'-pyrano[3,2-c]pyrazole]-1-carbonyl)-6-(dimethylamino)-pyridin-2-yl)benzoic Acid

ID: ALA4762472

PubChem CID: 162660340

Max Phase: Preclinical

Molecular Formula: C29H33N5O5

Molecular Weight: 531.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1cc(C(=O)N2CCC3(CC2)CC(=O)c2nn(C(C)(C)C)cc2O3)cc(-c2ccc(C(=O)O)cc2)n1

Standard InChI:  InChI=1S/C29H33N5O5/c1-28(2,3)34-17-23-25(31-34)22(35)16-29(39-23)10-12-33(13-11-29)26(36)20-14-21(30-24(15-20)32(4)5)18-6-8-19(9-7-18)27(37)38/h6-9,14-15,17H,10-13,16H2,1-5H3,(H,37,38)

Standard InChI Key:  KFLUNUSHNNCWKD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
   35.0732   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0691   -4.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7708   -5.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4812   -4.6915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4853   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7791   -3.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3711   -4.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0764   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3711   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6658   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6658   -3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8887   -2.7975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4083   -3.4586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8886   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1862   -5.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1810   -5.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8966   -4.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5977   -5.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6032   -3.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8962   -3.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3132   -3.8936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3102   -4.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5911   -3.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1825   -2.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1825   -4.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7726   -3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3711   -1.8201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0162   -5.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0117   -5.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7171   -6.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4273   -5.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4278   -5.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7219   -4.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1340   -6.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1320   -7.1688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8427   -5.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6055   -2.6634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3144   -2.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8990   -2.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
 11  9  1  0
 10  7  1  0
  7  1  1  0
  1  8  1  0
  8  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
  4 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 20 17  1  0
 21 22  2  0
 13 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
  9 27  2  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 22 28  1  0
 31 34  1  0
 34 35  2  0
 34 36  1  0
 19 37  1  0
 37 38  1  0
 37 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762472

   ---

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: 531.61

Molecular Weight (Monoisotopic): 531.2482

AlogP: 4.10

#Rotatable Bonds: 4

Polar Surface Area: 117.86

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.66

CX Basic pKa: 5.25

CX LogP: 2.08

CX LogD: 0.22

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.53

Np Likeness Score: -1.01

References

1. Huard K,Smith AC,Cappon G,Dow RL,Edmonds DJ,El-Kattan A,Esler WP,Fernando DP,Griffith DA,Kalgutkar AS,Ross TT,Bagley SW,Beebe D,Bi YA,Cabral S,Crowley C,Doran SD,Dowling MS,Liras S,Mascitti V,Niosi M,Pfefferkorn JA,Polivkova J,Préville C,Price DA,Shavnya A,Shirai N,Smith AH,Southers JR,Tess DA,Thuma BA,Varma MV,Yang X.  (2020)  Optimizing the Benefit/Risk of Acetyl-CoA Carboxylase Inhibitors through Liver Targeting.,  63  (19.0): [PMID:32809824] [10.1021/acs.jmedchem.0c00640]

Source

Source(1):

• Scientific Literature