ID: ALA2046769

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Molecule Type: Small molecule

Representations

Synonyms (1): Hyrtioreticulin B
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)[C@@H]1Cc2c([nH]c3ccc(O)cc23)[C@H](Cc2c[nH]cn2)N1

Standard InChI:  InChI=1S/C16H16N4O3/c21-9-1-2-12-10(4-9)11-5-14(16(22)23)19-13(15(11)20-12)3-8-6-17-7-18-8/h1-2,4,6-7,13-14,19-21H,3,5H2,(H,17,18)(H,22,23)/t13-,14-/m0/s1

Standard InChI Key:  VXURZHPEJYLPGK-KBPBESRZSA-N

Molecule Features

Natural Product: Yes

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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 1.48

#Rotatable Bonds: 3

Polar Surface Area: 114.03

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.53

CX Basic pKa: 8.93

CX LogP: -1.54

CX LogD: -1.54

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: 0.86

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]

Source

Source(1):

• Scientific Literature