Tert-butyl N-{[2-(quinoline-3-amido)phenyl]methyl}carbamate

ID: ALA4799615

PubChem CID: 139568451

Max Phase: Preclinical

Molecular Formula: C22H23N3O3

Molecular Weight: 377.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)NCc1ccccc1NC(=O)c1cnc2ccccc2c1

Standard InChI:  InChI=1S/C22H23N3O3/c1-22(2,3)28-21(27)24-13-16-9-5-7-11-19(16)25-20(26)17-12-15-8-4-6-10-18(15)23-14-17/h4-12,14H,13H2,1-3H3,(H,24,27)(H,25,26)

Standard InChI Key:  MABVTGLCOLQTFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.9163  -21.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7413  -21.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1579  -22.4003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1495  -20.9715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9745  -20.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3891  -21.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2133  -21.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6224  -20.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2013  -20.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3784  -20.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9593  -19.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3651  -18.8234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9459  -18.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3518  -17.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1210  -18.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9326  -16.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3383  -15.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1076  -16.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5120  -15.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5026  -20.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6904  -22.4169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5132  -22.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2692  -21.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6802  -20.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2655  -20.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4399  -20.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0308  -20.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4480  -21.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  1 20  2  0
 20 24  1  0
 23 21  1  0
 21 22  2  0
 22  1  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799615

   ---

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: 377.44

Molecular Weight (Monoisotopic): 377.1739

AlogP: 4.51

#Rotatable Bonds: 4

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: 2.94

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.49

References

1. Nijampatnam B,Ahirwar P,Pukkanasut P,Womack H,Casals L,Zhang H,Cai X,Michalek SM,Wu H,Velu SE.  (2021)  Discovery of Potent Inhibitors of Streptococcus mutans Biofilm with Antivirulence Activity.,  12  (1): [PMID:33488963] [10.1021/acsmedchemlett.0c00373]

Source

Source(1):

• Scientific Literature