N-((S)-1-oxo-3-phenyl-1-((6S,9S,11aS,17S,20aS)-6,9,10-trimethyl-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: ALA3342328

Chembl Id: CHEMBL3342328

PubChem CID: 101888487

Max Phase: Preclinical

Molecular Formula: C35H46N6O8

Molecular Weight: 678.79

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]2CCCN2C(=O)[C@H](C)NC(=O)[C@H](C)N(C)C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C35H46N6O8/c1-5-6-8-17-29(42)37-25(20-24-13-9-7-10-14-24)31(44)38-26-21-49-35(48)28-16-12-19-41(28)32(45)22(2)36-30(43)23(3)39(4)34(47)27-15-11-18-40(27)33(26)46/h5-10,13-14,17,22-23,25-28H,11-12,15-16,18-21H2,1-4H3,(H,36,43)(H,37,42)(H,38,44)/b6-5+,17-8+/t22-,23-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  BBLLKVNXEOVWAQ-CLHOJCJTSA-N

Alternative Forms

1. Parent:

   

   ALA3342328

   sorboyl-Phe-Ser(1)-Pro-N(Me)Ala-Ala-Pro-(1)

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: 678.79

Molecular Weight (Monoisotopic): 678.3377

AlogP: 0.22

#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: 11.10

CX Basic pKa:

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.21

Np Likeness Score: 0.72

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