2-(4-((Bis(2-Hydroxyethyl)amino)methyl)-1H-1,2,3-triazol-1-yl)-N-(7-(4-(pyridin-3-yl)-1H-1,2,3-triazol-1-yl)heptyl)benzamide

ID: ALA4567518

PubChem CID: 155558578

Max Phase: Preclinical

Molecular Formula: C28H37N9O3

Molecular Weight: 547.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCCCCCn1cc(-c2cccnc2)nn1)c1ccccc1-n1cc(CN(CCO)CCO)nn1

Standard InChI:  InChI=1S/C28H37N9O3/c38-17-15-35(16-18-39)20-24-21-37(34-31-24)27-11-5-4-10-25(27)28(40)30-13-6-2-1-3-7-14-36-22-26(32-33-36)23-9-8-12-29-19-23/h4-5,8-12,19,21-22,38-39H,1-3,6-7,13-18,20H2,(H,30,40)

Standard InChI Key:  YICHBEFMABMVIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
    2.8798   -7.0207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026   -7.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1110   -6.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -5.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762   -5.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4672   -6.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389   -6.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -6.9755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2096   -6.7221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -5.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4253   -5.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198   -5.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3450   -5.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0630   -5.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7742   -5.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4923   -5.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2034   -5.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9215   -5.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6327   -5.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3467   -5.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6259   -4.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3507   -6.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0679   -7.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7800   -6.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7706   -5.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0527   -5.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0414   -4.5971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6963   -4.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4329   -3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6113   -3.3370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3656   -4.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1448   -2.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8589   -3.3128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5700   -2.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8659   -4.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5841   -4.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5629   -2.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2740   -1.6535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5897   -5.3707    0.0000 O   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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  3  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 28  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  1  0
 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567518

   ---

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: 547.66

Molecular Weight (Monoisotopic): 547.3019

AlogP: 2.09

#Rotatable Bonds: 17

Polar Surface Area: 147.11

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.13

CX LogP: 1.97

CX LogD: 1.95

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.17

Np Likeness Score: -1.70

References

1. Travelli C, Aprile S, Mattoteia D, Colombo G, Clemente N, Scanziani E, Terrazzino S, Alisi MA, Polenzani L, Grosa G, Genazzani AA, Tron GC, Galli U..  (2019)  Identification of potent triazolylpyridine nicotinamide phosphoribosyltransferase (NAMPT) inhibitors bearing a 1,2,3-triazole tail group.,  181  [PMID:31400709] [10.1016/j.ejmech.2019.111576]

Source

Source(1):

• Scientific Literature