5-(5-chloro-1-methyl-2-undecyl-1H-indol-3-yl)-3-methyl-5-oxopentanoic acid

ID: ALA4084871

PubChem CID: 137647550

Max Phase: Preclinical

Molecular Formula: C26H38ClNO3

Molecular Weight: 448.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCc1c(C(=O)CC(C)CC(=O)O)c2cc(Cl)ccc2n1C

Standard InChI:  InChI=1S/C26H38ClNO3/c1-4-5-6-7-8-9-10-11-12-13-23-26(24(29)16-19(2)17-25(30)31)21-18-20(27)14-15-22(21)28(23)3/h14-15,18-19H,4-13,16-17H2,1-3H3,(H,30,31)

Standard InChI Key:  ZFSQWBIXSAVANK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    6.9833  -17.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6296  -20.7652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243  -20.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6557  -19.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575  -20.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8754  -19.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1798  -19.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4659  -19.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519  -20.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481  -20.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7661  -19.2324    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8661  -21.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216  -18.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7237  -18.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853  -18.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7918  -17.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0576  -16.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8598  -16.6556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5214  -16.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9413  -20.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645  -19.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1815  -19.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6047  -18.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4217  -18.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8449  -18.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466  -17.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6619  -18.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0852  -17.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9022  -17.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3254  -16.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1424  -16.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  2  1  0
  2  3  1  0
  3  4  2  0
  4  6  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
  8 11  1  0
  2 12  1  0
  4 13  1  0
 13 14  1  0
 13 15  2  0
 14  1  1  0
  1 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  1 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084871

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.05

Molecular Weight (Monoisotopic): 447.2540

AlogP: 7.59

#Rotatable Bonds: 15

Polar Surface Area: 59.30

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.35

CX Basic pKa: ┄

CX LogP: 7.74

CX LogD: 4.81

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.23

Np Likeness Score: -0.04

References

1. Ye Q, Chourey S, Wang R, Chintam NR, Gravel S, Powell WS, Rokach J..  (2017)  Structure-activity relationship study of β-oxidation resistant indole-based 5-oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) receptor antagonists.,  27  (20): [PMID:28943042] [10.1016/j.bmcl.2017.08.034]

Source

Source(1):

• Scientific Literature