N1,N4-bis(3-(cyclohexylamino)propyl)terephthalamide

ID: ALA5283015

Max Phase: Preclinical

Molecular Formula: C26H42N4O2

Molecular Weight: 442.65

Names and Identifiers

Canonical SMILES:  O=C(NCCCNC1CCCCC1)c1ccc(C(=O)NCCCNC2CCCCC2)cc1

Standard InChI:  InChI=1S/C26H42N4O2/c31-25(29-19-7-17-27-23-9-3-1-4-10-23)21-13-15-22(16-14-21)26(32)30-20-8-18-28-24-11-5-2-6-12-24/h13-16,23-24,27-28H,1-12,17-20H2,(H,29,31)(H,30,32)

Standard InChI Key:  LWJFGKSEPZQLHS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9992    0.4115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7134    0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7134    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276    2.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4276    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 27  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283015

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 442.65

Molecular Weight (Monoisotopic): 442.3308

AlogP: 3.77

#Rotatable Bonds: 12

Polar Surface Area: 82.26

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.97

CX LogP: 3.11

CX LogD: -2.79

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -0.40

References

1. Fang X, Meng Q, Zhang H, Liang B, Zhu S, Wang J, Zhang C, Huang LS, Zhang X, Schooley RT, An J, Xu Y, Huang Z..  (2020)  Design, synthesis, and biological characterization of a new class of symmetrical polyamine-based small molecule CXCR4 antagonists.,  200  [PMID:32492596] [10.1016/j.ejmech.2020.112410]

Source

Source(1):

• Scientific Literature