2,3-didecanamidopropanoic acid

ID: ALA4528409

PubChem CID: 155544871

Max Phase: Preclinical

Molecular Formula: C23H44N2O4

Molecular Weight: 412.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)NCC(NC(=O)CCCCCCCCC)C(=O)O

Standard InChI:  InChI=1S/C23H44N2O4/c1-3-5-7-9-11-13-15-17-21(26)24-19-20(23(28)29)25-22(27)18-16-14-12-10-8-6-4-2/h20H,3-19H2,1-2H3,(H,24,26)(H,25,27)(H,28,29)

Standard InChI Key:  ACHICFCZYLCNET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 28  0  0  0  0  0  0  0  0999 V2000
   11.8167  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5312  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2457  -14.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5312  -13.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1023  -14.4876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8167  -15.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1023  -16.1376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3878  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6733  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3878  -15.7251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9589  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2444  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5299  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6719  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575  -14.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1023  -16.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3878  -17.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6733  -16.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9589  -17.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2444  -16.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5299  -17.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155  -16.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010  -17.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864  -16.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6719  -17.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8167  -17.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  1  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 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
  7 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 19 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528409

   ---

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: 412.62

Molecular Weight (Monoisotopic): 412.3301

AlogP: 4.95

#Rotatable Bonds: 20

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 5.53

CX LogD: 2.36

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.25

Np Likeness Score: 0.02

References

1. Stachurski O, Neubauer D, Małuch I, Wyrzykowski D, Bauer M, Bartoszewska S, Kamysz W, Sikorska E..  (2019)  Effect of self-assembly on antimicrobial activity of double-chain short cationic lipopeptides.,  27  (23): [PMID:31668583] [10.1016/j.bmc.2019.115129]

Source

Source(1):

• Scientific Literature