N-((S)-1-oxo-3-phenyl-1-((2R,6S,9S,11aS,17S,20aS)-2,6,9,10-tetramethyl-5,8,11,16,20-pentaoxooctadecahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13]oxatetraazacyclohexadecin-17-ylamino)propan-2-yl)hexa-2,4-dienamide

ID: ALA3342326

Chembl Id: CHEMBL3342326

PubChem CID: 101888485

Max Phase: Preclinical

Molecular Formula: C36H48N6O8

Molecular Weight: 692.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H]1COC(=O)[C@@H]2C[C@@H](C)CN2C(=O)[C@H](C)NC(=O)[C@H](C)N(C)C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C36H48N6O8/c1-6-7-9-16-30(43)38-26(19-25-13-10-8-11-14-25)32(45)39-27-21-50-36(49)29-18-22(2)20-42(29)33(46)23(3)37-31(44)24(4)40(5)35(48)28-15-12-17-41(28)34(27)47/h6-11,13-14,16,22-24,26-29H,12,15,17-21H2,1-5H3,(H,37,44)(H,38,43)(H,39,45)/b7-6+,16-9+/t22-,23+,24+,26+,27+,28+,29+/m1/s1

Standard InChI Key:  QSAOHRAWNOMLMA-XTTYSSIGSA-N

Alternative Forms

1. Parent:

   

   ALA3342326

   (2E,4E)-N-[(2S)-1-oxo-3-phenyl-1-[[(3S,7S,9R,13S,16S,19S)-9,13,16,17-tetramethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetrazatricyclo[17.3.0.07,11]docosan-3-yl]amino]propan-2-yl]hexa-2,4-dienamide

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

Calculated Properties

Molecular Weight: 692.81

Molecular Weight (Monoisotopic): 692.3534

AlogP: 0.47

#Rotatable Bonds: 7

Polar Surface Area: 174.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.14

CX Basic pKa:

CX LogP: 0.64

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.21

Np Likeness Score: 0.68

References

1. Goodreid JD, Wong K, Leung E, McCaw SE, Gray-Owen SD, Lough A, Houry WA, Batey RA..  (2014)  Total synthesis and antibacterial testing of the A54556 cyclic acyldepsipeptides isolated from Streptomyces hawaiiensis.,  77  (10): [PMID:25255326] [10.1021/np500158q]

Source

Source(1):

• Scientific Literature