2-chloro-5-(7-phenylquinolin-4-ylamino)phenol

ID: ALA4873767

PubChem CID: 164624396

Max Phase: Preclinical

Molecular Formula: C21H15ClN2O

Molecular Weight: 346.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(Nc2ccnc3cc(-c4ccccc4)ccc23)ccc1Cl

Standard InChI:  InChI=1S/C21H15ClN2O/c22-18-9-7-16(13-21(18)25)24-19-10-11-23-20-12-15(6-8-17(19)20)14-4-2-1-3-5-14/h1-13,25H,(H,23,24)

Standard InChI Key:  NLJVTJDPRBIFFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   26.4005   -6.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3993   -7.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1074   -7.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8170   -7.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8142   -6.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1056   -6.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1003   -5.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8084   -5.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8063   -4.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3936   -5.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3881   -4.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0962   -3.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0902   -3.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3768   -2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6680   -3.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6774   -3.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7950   -2.6053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5056   -3.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5100   -3.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2198   -4.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9255   -3.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9169   -2.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2065   -2.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6201   -2.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6367   -4.2191    0.0000 Cl  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
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
  6  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 13 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873767

   ---

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: 346.82

Molecular Weight (Monoisotopic): 346.0873

AlogP: 6.00

#Rotatable Bonds: 3

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.11

CX Basic pKa: 7.08

CX LogP: 5.20

CX LogD: 5.26

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.88

References

1. Xia B, Franklin GJ, Lu X, Bedard KL, Grady LC, Summerfield JD, Shi EX, King BW, Lind KE, Chiu C, Watts E, Bodmer V, Bai X, Marcaurelle LA..  (2021)  DNA-Encoded Library Hit Confirmation: Bridging the Gap Between On-DNA and Off-DNA Chemistry.,  12  (7.0): [PMID:34267887] [10.1021/acsmedchemlett.1c00156]

Source

Source(1):

• Scientific Literature