(1S,3'R,6'R,7'S,8'E,15'R)-6-chloro-7'-(2-(4,4-difluoro-1-piperidinyl)ethoxy)-N-(dimethylsulfamoyl)-15'-hydroxy-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'-carboxamide

ID: ALA4452794

PubChem CID: 153054039

Max Phase: Preclinical

Molecular Formula: C42H56ClF2N5O7S

Molecular Weight: 848.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC/C=C/[C@H](OCCN2CCC(F)(F)CC2)[C@@H]2CC[C@H]2CN2C[C@@]3(CCCc4cc(Cl)ccc43)COc3ccc(cc32)[C@@](O)(C(=O)NS(=O)(=O)N(C)C)CC1=O

Standard InChI:  InChI=1S/C42H56ClF2N5O7S/c1-47(2)58(54,55)46-39(52)42(53)25-38(51)48(3)18-5-4-8-36(56-22-21-49-19-16-41(44,45)17-20-49)33-12-9-30(33)26-50-27-40(28-57-37-14-10-31(42)24-35(37)50)15-6-7-29-23-32(43)11-13-34(29)40/h4,8,10-11,13-14,23-24,30,33,36,53H,5-7,9,12,15-22,25-28H2,1-3H3,(H,46,52)/b8-4+/t30-,33+,36-,40-,42+/m0/s1

Standard InChI Key:  VICYSWJGYYFWFM-GFUARERPSA-N

Molfile:  

 
     RDKit          2D

 60 66  0  0  0  0  0  0  0  0999 V2000
   12.1629   -1.3634    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5844   -1.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3781   -2.1556    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3204   -8.7338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5024   -8.7338    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9114   -9.4423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1865   -3.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2250   -7.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7208   -6.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3724   -5.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553   -6.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243   -5.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7421   -5.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2246   -6.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6843   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -5.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5701   -3.9383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -5.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6535   -4.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9436   -7.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1226   -7.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6675   -6.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6734   -7.5839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9409   -5.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4488   -7.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696   -8.1614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2396   -6.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5020   -6.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9204   -6.1448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -7.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6510   -3.8503    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9637   -4.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8706   -6.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0365   -6.2976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9271   -5.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8800   -7.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -7.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8905   -6.3055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1608   -4.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5184   -5.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4962   -5.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1661   -4.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4818   -4.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4027   -7.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708   -6.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375   -8.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7996   -5.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9866   -3.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9292   -6.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8766   -7.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -7.9430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9235   -9.3100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1334  -10.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1338   -9.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2073   -2.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -2.3437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5717   -2.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3612   -2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0151   -1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2191   -1.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
  6  5  2  0
 43 42  2  0
 12 35  1  0
 45 38  1  0
 42 15  1  0
 39 17  1  1
 33 21  1  0
 30 26  1  0
 16 14  1  0
 50 23  2  0
 11 16  1  0
  8 20  1  0
 35 39  1  0
 25 46  1  0
 34 33  1  0
 22 50  1  1
 33 44  2  0
 19 31  1  0
 11 10  2  0
 37 30  1  0
 36 49  1  0
 26 25  1  0
 46 36  2  0
 28 25  2  0
 38 28  1  0
 41 13  1  0
 32  7  1  1
 39 32  1  0
  7 48  1  0
 32 43  1  0
 49 27  2  0
 24 16  2  0
 35 29  1  6
 22 21  1  0
 38 12  1  0
 15 40  1  0
 14  8  1  0
 22 47  1  0
 39 13  1  0
 10 18  1  0
 37 11  1  1
 40 34  1  0
 49 22  1  0
 35 41  1  0
 27 28  1  0
 18 19  2  0
 37 45  1  0
 20 37  1  0
 19 24  1  0
 34  9  1  0
 50 51  1  0
 51  5  1  0
  5 52  1  0
 52 53  1  0
 52 54  1  0
 48 55  1  0
 55 56  1  0
 56 57  1  0
 56 60  1  0
 57 58  1  0
 58  2  1  0
  2 59  1  0
 59 60  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4452794

   ---

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: 848.45

Molecular Weight (Monoisotopic): 847.3557

AlogP: 4.87

#Rotatable Bonds: 7

Polar Surface Area: 131.96

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.61

CX Basic pKa: 7.96

CX LogP: 3.27

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.38

Np Likeness Score: -0.06

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