(1S,3'R,6'R,7'S,8'E,15'R)-6-Chloro-7',15'-dihydroxy-12'-methyl-13'-oxo-3,4-dihydro-2H-spiro[naphthalene-1,22'-[20]oxa[1,12]-diazatetracyclo[14.7.2.0(3,6).0(19,24)]pentacosa[8,16,18,24]-tetraene]-15'-carboxylic acid

ID: ALA4542646

PubChem CID: 145704706

Max Phase: Preclinical

Molecular Formula: C33H39ClN2O6

Molecular Weight: 595.14

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC/C=C/[C@H](O)[C@@H]2CC[C@H]2CN2C[C@@]3(CCCc4cc(Cl)ccc43)COc3ccc(cc32)[C@@](O)(C(=O)O)CC1=O

Standard InChI:  InChI=1S/C33H39ClN2O6/c1-35-14-3-2-6-28(37)25-10-7-22(25)18-36-19-32(13-4-5-21-15-24(34)9-11-26(21)32)20-42-29-12-8-23(16-27(29)36)33(41,31(39)40)17-30(35)38/h2,6,8-9,11-12,15-16,22,25,28,37,41H,3-5,7,10,13-14,17-20H2,1H3,(H,39,40)/b6-2+/t22-,25+,28-,32-,33+/m0/s1

Standard InChI Key:  LHIKAJSPOXPDMX-FZJWRLMFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4542646

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 595.14

Molecular Weight (Monoisotopic): 594.2497

AlogP: 4.28

#Rotatable Bonds: 1

Polar Surface Area: 110.54

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.49

CX Basic pKa: 4.74

CX LogP: 2.94

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.42

Np Likeness Score: 0.68

References

1. Rescourio G, Gonzalez AZ, Jabri S, Belmontes B, Moody G, Whittington D, Huang X, Caenepeel S, Cardozo M, Cheng AC, Chow D, Dou H, Jones A, Kelly RC, Li Y, Lizarzaburu M, Lo MC, Mallari R, Meleza C, Rew Y, Simonovich S, Sun D, Turcotte S, Yan X, Wong SG, Yanez E, Zancanella M, Houze J, Medina JC, Hughes PE, Brown SP..  (2019)  Discovery and in Vivo Evaluation of Macrocyclic Mcl-1 Inhibitors Featuring an α-Hydroxy Phenylacetic Acid Pharmacophore or Bioisostere.,  62  (22): [PMID:31736296] [10.1021/acs.jmedchem.9b01310]

Source

Source(1):

• Scientific Literature