(E)-(S)-19-Chloro-2-oxo-11,16-dioxa-3-aza-tricyclo[15.2.2.1(6,10)]docosa-1(20),6,8,10(22),13,17(21),18-heptaene-4-carboxylic acid

ID: ALA3114860

Chembl Id: CHEMBL3114860

PubChem CID: 76310576

Max Phase: Preclinical

Molecular Formula: C20H18ClNO5

Molecular Weight: 387.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@H](C(=O)O)Cc2cccc(c2)OC/C=C/COc2ccc1c(Cl)c2

Standard InChI:  InChI=1S/C20H18ClNO5/c21-17-12-15-6-7-16(17)19(23)22-18(20(24)25)11-13-4-3-5-14(10-13)26-8-1-2-9-27-15/h1-7,10,12,18H,8-9,11H2,(H,22,23)(H,24,25)/b2-1+/t18-/m0/s1

Standard InChI Key:  KBMXMIHYKVQSHP-KROLTMCQSA-N

Alternative Forms

1. Parent:

   

   ALA3114860

   (4S,13E)-19-chloro-2-oxo-11,16-dioxa-3-azatricyclo[15.2.2.16,10]docosa-1(19),6(22),7,9,13,17,20-heptaene-4-carboxylic acid

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: 387.82

Molecular Weight (Monoisotopic): 387.0874

AlogP: 3.09

#Rotatable Bonds: 1

Polar Surface Area: 84.86

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.35

CX Basic pKa:

CX LogP: 3.40

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: 1.06

References

1. Halland N, Blum H, Buning C, Kohlmann M, Lindenschmidt A..  (2014)  Small Macrocycles As Highly Active Integrin α2β1 Antagonists.,  5  (2): [PMID:24900800] [10.1021/ml4004556]

Source

Source(1):

• Scientific Literature