ID: ALA2046773

Max Phase: Preclinical

Molecular Formula: C22H29NO8

Molecular Weight: 435.47

Molecule Type: Small molecule

Representations

Synonyms (1): Himeic Acid A
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H](CC(=O)NC(=O)c1coc(/C=C/CCCCCCCCC(=O)O)cc1=O)C(=O)O

Standard InChI:  InChI=1S/C22H29NO8/c1-15(22(29)30)12-19(25)23-21(28)17-14-31-16(13-18(17)24)10-8-6-4-2-3-5-7-9-11-20(26)27/h8,10,13-15H,2-7,9,11-12H2,1H3,(H,26,27)(H,29,30)(H,23,25,28)/b10-8+/t15-/m0/s1

Standard InChI Key:  OKGLROPOZIVCCZ-HQPKTYMTSA-N

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

Properties

Molecular Weight: 435.47

Molecular Weight (Monoisotopic): 435.1893

AlogP: 3.23

#Rotatable Bonds: 14

Polar Surface Area: 150.98

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.80

CX Basic pKa:

CX LogP: 2.93

CX LogD: -2.67

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: 0.97

References

1. Yamanokuchi R, Imada K, Miyazaki M, Kato H, Watanabe T, Fujimuro M, Saeki Y, Yoshinaga S, Terasawa H, Iwasaki N, Rotinsulu H, Losung F, Mangindaan RE, Namikoshi M, de Voogd NJ, Yokosawa H, Tsukamoto S..  (2012)  Hyrtioreticulins A-E, indole alkaloids inhibiting the ubiquitin-activating enzyme, from the marine sponge Hyrtios reticulatus.,  20  (14): [PMID:22695182] [10.1016/j.bmc.2012.05.044]

2. da Silva SR, Paiva SL, Lukkarila JL, Gunning PT..  (2013)  Exploring a new frontier in cancer treatment: targeting the ubiquitin and ubiquitin-like activating enzymes.,  56  (6): [PMID:23360215] [10.1021/jm301420b]

Source

Source(1):

• Scientific Literature