3-(3-(1-((8-(N-(2-((6-carboxypyridin-3-yl)ethynyl)phenyl)sulfamoyl)quinolin-4-yl)oxy)-13-oxo-3,6,9-trioxa-12-azaoctadecan-18-yl)-2-((1E,3E,5Z)-5-(3,3-dimethyl-5-sulfo-1-(3-sulfopropyl)indolin-2-ylidene)penta-1,3-dien-1-yl)-3-methyl-5-sulfo-3H-indol-1-ium-1-yl)propane-1-sulfonate

ID: ALA5282978

Max Phase: Preclinical

Molecular Formula: C67H76N6O21S5

Molecular Weight: 1461.70

Names and Identifiers

Canonical SMILES:  CC1(CCCCCC(=O)NCCOCCOCCOCCOc2ccnc3c(S(=O)(=O)Nc4ccccc4C#Cc4ccc(C(=O)O)nc4)cccc23)C(/C=C/C=C/C=C2\N(CCCS(=O)(=O)O)c3ccc(S(=O)(=O)O)cc3C2(C)C)=[N+](CCCS(=O)(=O)[O-])c2ccc(S(=O)(=O)O)cc21

Standard InChI:  InChI=1S/C67H76N6O21S5/c1-66(2)53-45-50(98(85,86)87)25-28-57(53)72(34-13-43-95(77,78)79)61(66)19-6-4-7-20-62-67(3,54-46-51(99(88,89)90)26-29-58(54)73(62)35-14-44-96(80,81)82)31-11-5-8-21-63(74)68-33-36-91-37-38-92-39-40-93-41-42-94-59-30-32-69-64-52(59)16-12-18-60(64)97(83,84)71-55-17-10-9-15-49(55)24-22-48-23-27-56(65(75)76)70-47-48/h4,6-7,9-10,12,15-20,23,25-30,32,45-47,71H,5,8,11,13-14,21,31,33-44H2,1-3H3,(H5-,68,74,75,76,77,78,79,80,81,82,85,86,87,88,89,90)

Standard InChI Key:  CRTKUBQOJOGREB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 99106  0  0  0  0  0  0  0  0999 V2000
    9.1555    2.8571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9519    2.6414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7405    3.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225    2.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073    1.5091    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213    2.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2542    0.1529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8395   -0.5603    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4291    0.1554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2227   -2.5013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6421   -1.9206    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4296   -2.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0210    1.4801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343    1.0695    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7333    1.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9753   -3.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7638   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1836   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721    0.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1021   -0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9450    0.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1611    0.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9911    1.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6049    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3887    1.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5589    0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0229    0.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1100    1.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8607    1.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2810   -1.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6496   -1.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1409   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7142   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -0.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966    0.2649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8608   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433   -0.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7101   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4235   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -0.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8460   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5635   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2768   -0.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4169    0.2649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7036    0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9902    0.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9902   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7036   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7036   -1.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4169   -2.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1303   -1.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1303   -0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4169   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5568   -0.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5640   -1.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2793   -2.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2844   -3.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5726   -3.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8595   -3.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8523   -2.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9910   -1.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7027   -1.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4072   -0.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4108   -0.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1276   -1.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8357   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8342   -0.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1153    0.2911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5423    0.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2555   -0.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5352    1.1248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4537   -0.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0002   -1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8043   -1.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3509   -1.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1549   -1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4942   -1.0601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3105   -1.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4743   -1.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2501   -2.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8628   -1.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6943   -0.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9187   -0.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0870   -0.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5011    0.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3223    0.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5575    1.0633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2555   -1.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954    0.9614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7041    2.9710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  8  7  2  0
  9  8  2  0
 11 10  2  0
 12 11  2  0
 14 13  2  0
 15 14  2  0
 17 16  1  0
 18 17  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24  5  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 19 27  1  0
 22 27  2  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 30  2  1  0
 21 31  1  0
 20 32  1  0
 21 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 52 56  1  0
 56 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  2  0
 60 61  1  0
 61  8  1  0
 61 62  2  0
 53 62  1  0
 57 62  1  0
  8 63  1  0
 63 64  1  0
 64 65  1  0
 65 66  2  0
 66 67  1  0
 67 68  2  0
 68 69  1  0
 64 69  2  0
 65 70  1  0
 70 71  3  0
 72 73  1  0
 71 73  1  0
 73 74  2  0
 74 75  1  0
 75 76  2  0
 76 77  1  0
 72 77  2  0
 76 78  1  0
 78 79  2  0
 78 80  1  0
 32 81  2  0
 81 82  1  0
 82 83  2  0
 83 84  1  0
 84 85  2  0
 85 17  1  0
 86 85  1  0
 87 86  1  0
 17 88  1  0
 87 88  2  0
 88 89  1  0
 89 90  2  0
 90 11  1  0
 90 91  1  0
 91 92  2  0
 92 87  1  0
 86 93  1  0
 93 94  1  0
 94 95  1  0
 95 14  1  0
 14 96  1  0
 11 97  1  0
  5 98  1  0
  2 99  1  0
M  CHG  2  19   1  99  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5282978

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1461.70

Molecular Weight (Monoisotopic): 1460.3667

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Heinrich T, Sala-Hojman A, Ferretti R, Petersson C, Minguzzi S, Gondela A, Ramaswamy S, Bartosik A, Czauderna F, Crowley L, Wahra P, Schilke H, Böpple P, Dudek Ł, Leś M, Niedziejko P, Olech K, Pawlik H, Włoszczak Ł, Zuchowicz K, Suarez Alvarez JR, Martyka J, Sitek E, Mikulski M, Szczęśniak J, Jäckel S, Krier M, Król M, Wegener A, Gałęzowski M, Nowak M, Becker F, Herhaus C..  (2021)  Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology.,  64  (16.0): [PMID:34382802] [10.1021/acs.jmedchem.1c00448]

Source

Source(1):

• Scientific Literature