N-(3-(2-cyclopropyl-5-(1-methyl-1H-pyrazol-4-ylamino)phenylamino)propyl)cyclobutanecarboxamide

ID: ALA4573298

PubChem CID: 155563115

Max Phase: Preclinical

Molecular Formula: C21H29N5O

Molecular Weight: 367.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(Nc2ccc(C3CC3)c(NCCCNC(=O)C3CCC3)c2)cn1

Standard InChI:  InChI=1S/C21H29N5O/c1-26-14-18(13-24-26)25-17-8-9-19(15-6-7-15)20(12-17)22-10-3-11-23-21(27)16-4-2-5-16/h8-9,12-16,22,25H,2-7,10-11H2,1H3,(H,23,27)

Standard InChI Key:  MEGXTIMYQWZJNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    9.6192   -6.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6180   -7.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3261   -8.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0357   -7.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0329   -6.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3243   -6.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3304   -8.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9216   -9.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7388   -9.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7441   -8.1561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4511   -7.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1595   -8.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8665   -7.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5749   -8.1517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2820   -7.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9903   -8.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2807   -6.9248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2008   -8.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9898   -8.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7771   -7.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3218   -5.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0283   -5.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7744   -5.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3194   -5.0163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9086   -4.3098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1099   -4.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1328   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  8  7  1  0
  9  8  1  0
  7  9  1  0
  3  7  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  6 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4573298

   ---

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: 367.50

Molecular Weight (Monoisotopic): 367.2372

AlogP: 3.76

#Rotatable Bonds: 9

Polar Surface Area: 70.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.70

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.67

References

1. Sintim HO, Mikek CG, Wang M, Sooreshjani MA..  (2019)  Interrupting cyclic dinucleotide-cGAS-STING axis with small molecules.,  10  (12): [PMID:32206239] [10.1039/C8MD00555A]

Source

Source(1):

• Scientific Literature