ID: ALA514052

Max Phase: Preclinical

Molecular Formula: C19H22BrF3N6O4

Molecular Weight: 421.30

Molecule Type: Small molecule

Representations

Synonyms (1): 8,9-dihydrobarettin
Synonyms from Alternative Forms(1):

Canonical SMILES:  N=C(N)NCCCC1NC(=O)C(Cc2c[nH]c3cc(Br)ccc23)NC1=O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C17H21BrN6O2.C2HF3O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20;3-2(4,5)1(6)7/h3-4,7-8,12,14,22H,1-2,5-6H2,(H,23,26)(H,24,25)(H4,19,20,21);(H,6,7)

Standard InChI Key:  YPQZHDIFCNYAMS-UHFFFAOYSA-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: 421.30

Molecular Weight (Monoisotopic): 420.0909

AlogP: 0.72

#Rotatable Bonds: 6

Polar Surface Area: 135.89

Molecular Species: BASE

HBA: 3

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.72

CX Basic pKa: 12.21

CX LogP: 0.07

CX LogD: -1.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 0.58

References

1. Sjögren M, Göransson U, Johnson AL, Dahlström M, Andersson R, Bergman J, Jonsson PR, Bohlin L..  (2004)  Antifouling activity of brominated cyclopeptides from the marine sponge Geodia barretti.,  67  (3): [PMID:15043412] [10.1021/np0302403]

2. Sjögren M, Göransson U, Johnson AL, Dahlström M, Andersson R, Bergman J, Jonsson PR, Bohlin L..  (2004)  Antifouling activity of brominated cyclopeptides from the marine sponge Geodia barretti.,  67  (3): [PMID:15043412] [10.1021/np0302403]

Source

Source(1):

• Scientific Literature