(E)-N-((2S)-3-(benzo[b]thiophen-3-yl)-1-((2R,6S,14aS,20S,23aS)-6-ethyl-2-methyl-5,8,14,19,23-pentaoxodocosahydropyrido[2,1-i]dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13]oxatetraazacyclohexadecin-20-ylamino)-1-oxopropan-2-yl)hept-2-enamide

ID: ALA3764199

Chembl Id: CHEMBL3764199

PubChem CID: 127028075

Max Phase: Preclinical

Molecular Formula: C42H56N6O8S

Molecular Weight: 805.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C=C/C(=O)N[C@@H](Cc1csc2ccccc12)C(=O)N[C@H]1COC(=O)[C@@H]2C[C@@H](C)CN2C(=O)[C@H](CC)NC(=O)[C@@H]2CCCCN2C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C42H56N6O8S/c1-4-6-7-8-18-36(49)43-30(22-27-25-57-35-17-10-9-14-28(27)35)37(50)45-31-24-56-42(55)34-21-26(3)23-48(34)39(52)29(5-2)44-38(51)32-15-11-12-19-46(32)41(54)33-16-13-20-47(33)40(31)53/h8-10,14,17-18,25-26,29-34H,4-7,11-13,15-16,19-24H2,1-3H3,(H,43,49)(H,44,51)(H,45,50)/b18-8+/t26-,29+,30+,31+,32+,33+,34+/m1/s1

Standard InChI Key:  NTXIPAYWSSLZRG-FGXQULRUSA-N

Alternative Forms

1. Parent:

   

   ALA3764199

   ---

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: 805.01

Molecular Weight (Monoisotopic): 804.3880

AlogP: 3.22

#Rotatable Bonds: 10

Polar Surface Area: 174.53

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.13

CX Basic pKa:

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.19

Np Likeness Score: 0.29

References

1. Goodreid JD, Janetzko J, Santa Maria JP, Wong KS, Leung E, Eger BT, Bryson S, Pai EF, Gray-Owen SD, Walker S, Houry WA, Batey RA..  (2016)  Development and Characterization of Potent Cyclic Acyldepsipeptide Analogues with Increased Antimicrobial Activity.,  59  (2): [PMID:26818454] [10.1021/acs.jmedchem.5b01451]

Source

Source(1):

• Scientific Literature