2-phenylsulfonylethyl 17-(2-hydroxyethoxy)-(1S,5S,12S,20R)-21-oxa-13-azapentacyclo[10.9.0.01,20.05,20.014,19]henicosa-8,14(19),15,17-tetraen-6,10-diyne-13-carboxylate

ID: ALA302778

PubChem CID: 10437418

Max Phase: Preclinical

Molecular Formula: C30H27NO7S

Molecular Weight: 545.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCCS(=O)(=O)c1ccccc1)N1c2ccc(OCCO)cc2[C@@]23O[C@]24CCC[C@H]3C#C/C=C\C#C[C@H]14

Standard InChI:  InChI=1S/C30H27NO7S/c32-17-18-36-23-14-15-26-25(21-23)30-22-9-4-1-2-7-13-27(29(30,38-30)16-8-10-22)31(26)28(33)37-19-20-39(34,35)24-11-5-3-6-12-24/h1-3,5-6,11-12,14-15,21-22,27,32H,8,10,16-20H2/b2-1-/t22-,27+,29+,30-/m1/s1

Standard InChI Key:  ZNWSAFOOCBOGNX-GCAOFRLQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA302778

   2-(benzenesulfonyl)ethyl (1S,5S,8Z,12S,20R)-17-(2-hydroxyethoxy)-21-oxa-13-azapentacyclo[10.9.0.01,20.05,20.014,19]henicosa-8,14(19),15,17-tetraen-6,10-diyne-13-carboxylate

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: 545.61

Molecular Weight (Monoisotopic): 545.1508

AlogP: 3.20

#Rotatable Bonds: 7

Polar Surface Area: 105.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.64

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: 0.57

References

1. Smith AL, Nicolaou KC..  (1996)  The enediyne antibiotics.,  39  (11): [PMID:8667354] [10.1021/jm9600398]

Source

Source(1):

• Scientific Literature