trans-4-[(1'E,5'S)-5'-carboxy-1'-methyl-1'-hexenyl]cyclohexanecarboxylic acid

ID: ALA494213

PubChem CID: 25014973

Max Phase: Preclinical

Molecular Formula: C15H24O4

Molecular Weight: 268.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hymenoic acid | Hymenoic acid|CHEMBL494213|4-[(E,6S)-6-carboxyhept-2-en-2-yl]cyclohexane-1-carboxylic acid|CHEBI:214633|BDBM50260393|trans-4-[(1''E,5''S)-5''-carboxy-1''-methyl-1''-hexenyl]cyclohexanecarboxylic acid

Canonical SMILES:  C/C(=C\CC[C@H](C)C(=O)O)[C@H]1CC[C@H](C(=O)O)CC1

Standard InChI:  InChI=1S/C15H24O4/c1-10(4-3-5-11(2)14(16)17)12-6-8-13(9-7-12)15(18)19/h4,11-13H,3,5-9H2,1-2H3,(H,16,17)(H,18,19)/b10-4+/t11-,12-,13-/m0/s1

Standard InChI Key:  LTNNRLSIPOPBOC-YKOULDITSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    1.8250   -0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5370   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490   -0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2490   -0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5370    0.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9647    0.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6780   -0.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    1.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3936    0.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1069   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8226    0.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5358   -0.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5345   -0.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2526    0.3026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8250    1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1103   -1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3952   -0.9244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115   -2.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  8 10  1  0
  3  4  1  0
 10 11  1  0
  4  5  1  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
  5  7  1  6
 13 14  1  0
 13 15  2  0
  1  2  1  0
 12 16  1  6
  7  8  2  0
  1  6  1  0
  7  9  1  0
 17 18  1  0
 17 19  2  0
  2 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA494213

   HYMENOIC ACID

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: 268.35

Molecular Weight (Monoisotopic): 268.1675

AlogP: 3.32

#Rotatable Bonds: 6

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: -1.45

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 1.24

References

1. Nishida M, Ida N, Horio M, Takeuchi T, Kamisuki S, Murata H, Kuramochi K, Sugawara F, Yoshida H, Mizushina Y..  (2008)  Hymenoic acid, a novel specific inhibitor of human DNA polymerase lambda from a fungus of Hymenochaetaceae sp.,  16  (9): [PMID:18364258] [10.1016/j.bmc.2008.03.021]

Source

Source(1):

• Scientific Literature