ID: ALA519922

Max Phase: Preclinical

Molecular Formula: C30H30Br2N6O

Molecular Weight: 650.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  NCCc1c(C(CN)c2c[nH]c3cc(Br)ccc23)[nH]c2cc(C(CN)c3c[nH]c4cc(Br)ccc34)c(O)cc12

Standard InChI:  InChI=1S/C30H30Br2N6O/c31-15-1-3-17-24(13-36-26(17)7-15)22(11-34)21-9-28-20(10-29(21)39)19(5-6-33)30(38-28)23(12-35)25-14-37-27-8-16(32)2-4-18(25)27/h1-4,7-10,13-14,22-23,36-39H,5-6,11-12,33-35H2

Standard InChI Key:  CYAJKOUHPRYFRD-UHFFFAOYSA-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: 650.42

Molecular Weight (Monoisotopic): 648.0848

AlogP: 6.04

#Rotatable Bonds: 8

Polar Surface Area: 145.66

Molecular Species: BASE

HBA: 4

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 7

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.74

CX Basic pKa: 10.16

CX LogP: 3.31

CX LogD: -0.76

Aromatic Rings: 6

Heavy Atoms: 39

QED Weighted: 0.11

Np Likeness Score: 0.63

References

1. Bifulco G, Bruno I, Minale L, Riccio R, Calignano A, Debitus C..  (1994)  (+/-)-Gelliusines A and B, two diastereomeric brominated tris-indole alkaloids from a deep water new caledonian marine sponge (Gellius or Orina sp.).,  57  (9): [PMID:7798965] [10.1021/np50111a020]

2. Bifulco G, Bruno I, Riccio R, Lavayre J, Bourdy G..  (1995)  Further brominated bis- and tris-indole alkaloids from the deep-water New Caledonian marine sponge Orina Sp.,  58  (8): [PMID:7595591] [10.1021/np50122a017]

3. Bifulco G, Bruno I, Riccio R, Lavayre J, Bourdy G..  (1995)  Further brominated bis- and tris-indole alkaloids from the deep-water New Caledonian marine sponge Orina Sp.,  58  (8): [PMID:7595591] [10.1021/np50122a017]

4. Bifulco G, Bruno I, Riccio R, Lavayre J, Bourdy G..  (1995)  Further brominated bis- and tris-indole alkaloids from the deep-water New Caledonian marine sponge Orina Sp.,  58  (8): [PMID:7595591] [10.1021/np50122a017]

5. Chadha N, Silakari O..  (2017)  Indoles as therapeutics of interest in medicinal chemistry: Bird's eye view.,  134  [PMID:28412530] [10.1016/j.ejmech.2017.04.003]

Source

Source(1):

• Scientific Literature