(1S,3'R,6'R,7'S,8'E,15'R)-6-chloro-15'-hydroxy-7'-methoxy-12'-methyl-N-(methylsulfonyl)-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: ALA4593361

PubChem CID: 155568961

Max Phase: Preclinical

Molecular Formula: C35H44ClN3O7S

Molecular Weight: 686.27

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CO[C@H]1/C=C/CCN(C)C(=O)C[C@](O)(C(=O)NS(C)(=O)=O)c2ccc3c(c2)N(C[C@@H]2CC[C@H]21)C[C@@]1(CCCc2cc(Cl)ccc21)CO3

Standard InChI: InChI=1S/C35H44ClN3O7S/c1-38-16-5-4-8-30(45-2)27-12-9-24(27)20-39-21-34(15-6-7-23-17-26(36)11-13-28(23)34)22-46-31-14-10-25(18-29(31)39)35(42,19-32(38)40)33(41)37-47(3,43)44/h4,8,10-11,13-14,17-18,24,27,30,42H,5-7,9,12,15-16,19-22H2,1-3H3,(H,37,41)/b8-4+/t24-,27+,30-,34-,35+/m0/s1

Standard InChI Key: LAESDAFQIQRDDZ-UJURJSCKSA-N

Molfile:

 
     RDKit          2D

 49 54  0  0  0  0  0  0  0  0999 V2000
    9.3399   -7.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5227   -7.9243    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313   -8.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2071   -2.7345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506   -6.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7389   -5.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -5.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -5.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1470   -4.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -4.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2502   -5.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7034   -4.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -5.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5922   -3.1337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3931   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6777   -3.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9686   -6.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1423   -6.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6877   -5.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6925   -6.7755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658   -4.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4712   -6.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7927   -7.3524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2612   -5.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5243   -6.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9423   -5.3379    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9978   -7.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6752   -3.0459    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9844   -3.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8895   -6.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0553   -5.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9490   -4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9009   -6.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -6.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135   -5.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1824   -3.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5376   -5.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5175   -5.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1857   -3.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5022   -4.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4210   -6.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0944   -5.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1592   -7.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8196   -4.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0064   -2.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9501   -6.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8965   -6.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3163   -7.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9444   -8.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 40 39  2  0
  9 32  1  0
 42 35  1  0
 39 12  1  0
 36 14  1  1
 30 18  1  0
 27 23  1  0
 13 11  1  0
 47 20  2  0
  8 13  1  0
  5 17  1  0
 32 36  1  0
 22 43  1  0
 31 30  1  0
 19 47  1  1
 30 41  2  0
 16 28  1  0
  8  7  2  0
 34 27  1  0
 33 46  1  0
 23 22  1  0
 43 33  2  0
 25 22  2  0
 35 25  1  0
 38 10  1  0
 29  4  1  1
 36 29  1  0
  4 45  1  0
 29 40  1  0
 46 24  2  0
 21 13  2  0
 32 26  1  6
 19 18  1  0
 35  9  1  0
 12 37  1  0
 11  5  1  0
 19 44  1  0
 36 10  1  0
  7 15  1  0
 34  8  1  1
 37 31  1  0
 46 19  1  0
 32 38  1  0
 24 25  1  0
 15 16  2  0
 34 42  1  0
 17 34  1  0
 16 21  1  0
 31  6  1  0
 47 48  1  0
 48  2  1  0
  2 49  1  0
M  END

Associated Targets(Human)

OPM-2 (216 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 Activities)

Discover Target: MCL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 686.27	Molecular Weight (Monoisotopic): 685.2588	AlogP: 3.93	#Rotatable Bonds: 3
Polar Surface Area: 125.48	Molecular Species: ACID	HBA: 8	HBD: 2
#RO5 Violations: 1	HBA (Lipinski): 10	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.58	CX Basic pKa: 4.71	CX LogP: 2.69	CX LogD: 2.60
Aromatic Rings: 2	Heavy Atoms: 47	QED Weighted: 0.47	Np Likeness Score: 0.42

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]

(1S,3'R,6'R,7'S,8'E,15'R)-6-chloro-15'-hydroxy-7'-methoxy-12'-methyl-N-(methylsulfonyl)-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

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source