4-(2-((Furan-2-ylmethyl)amino)ethoxy)-2-naphthamide

ID: ALA4741302

PubChem CID: 162647113

Max Phase: Preclinical

Molecular Formula: C18H18N2O3

Molecular Weight: 310.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(OCCNCc2ccco2)c2ccccc2c1

Standard InChI:  InChI=1S/C18H18N2O3/c19-18(21)14-10-13-4-1-2-6-16(13)17(11-14)23-9-7-20-12-15-5-3-8-22-15/h1-6,8,10-11,20H,7,9,12H2,(H2,19,21)

Standard InChI Key:  LZRSLPLPRRAXAW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   27.6180  -26.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6169  -27.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3249  -27.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3231  -26.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0317  -26.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0325  -27.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7410  -27.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4493  -27.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4446  -26.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7354  -26.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7427  -28.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1498  -26.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1448  -25.4626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8599  -26.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4513  -29.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1581  -28.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8667  -29.1470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5735  -28.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2821  -29.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3710  -29.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1707  -30.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5779  -29.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0297  -28.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741302

   ---

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: 310.35

Molecular Weight (Monoisotopic): 310.1317

AlogP: 2.70

#Rotatable Bonds: 7

Polar Surface Area: 77.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.02

CX LogP: 2.08

CX LogD: 1.37

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -0.99

References

1. Wang Y,Mowla R,Ji S,Guo L,De Barros Lopes MA,Jin C,Song D,Ma S,Venter H.  (2018)  Design, synthesis and biological activity evaluation of novel 4-subtituted 2-naphthamide derivatives as AcrB inhibitors.,  143  [PMID:29220791] [10.1016/j.ejmech.2017.11.102]

Source

Source(1):

• Scientific Literature