ID: ALA2309599

Max Phase: Preclinical

Molecular Formula: C40H46N4O6

Molecular Weight: 678.83

Molecule Type: Small molecule

Representations

Synonyms (1): Galnon
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1cc(=O)oc2cc(NC(=O)[C@@H](CCCCN)NC(=O)[C@H](CC3CCCCC3)NC(=O)OCC3c4ccccc4-c4ccccc43)ccc12

Standard InChI:  InChI=1S/C40H46N4O6/c1-25-21-37(45)50-36-23-27(18-19-28(25)36)42-38(46)34(17-9-10-20-41)43-39(47)35(22-26-11-3-2-4-12-26)44-40(48)49-24-33-31-15-7-5-13-29(31)30-14-6-8-16-32(30)33/h5-8,13-16,18-19,21,23,26,33-35H,2-4,9-12,17,20,22,24,41H2,1H3,(H,42,46)(H,43,47)(H,44,48)/t34-,35+/m1/s1

Standard InChI Key:  IKNOZZKXIDSTRN-GPOMZPHUSA-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: 678.83

Molecular Weight (Monoisotopic): 678.3417

AlogP: 6.53

#Rotatable Bonds: 13

Polar Surface Area: 152.76

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: 10.20

CX LogP: 6.04

CX LogD: 3.44

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.09

Np Likeness Score: -0.26

References

1. Bulaj G, Green BR, Lee HK, Robertson CR, White K, Zhang L, Sochanska M, Flynn SP, Scholl EA, Pruess TH, Smith MD, White HS..  (2008)  Design, synthesis, and characterization of high-affinity, systemically-active galanin analogues with potent anticonvulsant activities.,  51  (24): [PMID:19053761] [10.1021/jm801088x]

2. Robertson CR, Scholl EA, Pruess TH, Green BR, White HS, Bulaj G..  (2010)  Engineering galanin analogues that discriminate between GalR1 and GalR2 receptor subtypes and exhibit anticonvulsant activity following systemic delivery.,  53  (4): [PMID:20121116] [10.1021/jm9018349]

Source

Source(1):

• Scientific Literature