(4R,7S,10S,13S,16R)-4-amino-13-(4-aminobutyl)-N-[(1S)-5-amino-1-[[(1S)-1-[[(1S,2S)-1-carbamoyl-2-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamoyl]pentyl]-20,21,22,23-tetrafluoro-7-[(1R)-1-hydroxyethyl]-10-isobutyl-5,8,11,14-tetraoxo-2,18-dithia-6,9,12,15-tetrazabicyclo[17.2.2]tricosa-1(21),19,22-triene-16-carboxamide

ID: ALA4557180

PubChem CID: 155554510

Max Phase: Preclinical

Molecular Formula: C46H75F4N11O9S2

Molecular Weight: 1066.30

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CSc2c(F)c(F)c(c(F)c2F)SC[C@H](N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N1)C(N)=O

Standard InChI:  InChI=1S/C46H75F4N11O9S2/c1-8-23(6)35(39(54)63)60-44(68)29(18-22(4)5)57-41(65)26(13-9-11-15-51)56-45(69)30-20-72-38-33(49)31(47)37(32(48)34(38)50)71-19-25(53)40(64)61-36(24(7)62)46(70)58-28(17-21(2)3)43(67)55-27(42(66)59-30)14-10-12-16-52/h21-30,35-36,62H,8-20,51-53H2,1-7H3,(H2,54,63)(H,55,67)(H,56,69)(H,57,65)(H,58,70)(H,59,66)(H,60,68)(H,61,64)/t23-,24+,25-,26-,27-,28-,29-,30-,35-,36-/m0/s1

Standard InChI Key:  HRCAQNNGYBGBCN-FBMPNZRISA-N

Molfile:  

 
     RDKit          2D

 72 73  0  0  0  0  0  0  0  0999 V2000
   26.8575  -19.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5636  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2742  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9896  -19.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2742  -20.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7050  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4157  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1264  -19.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4157  -18.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8417  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5524  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2631  -19.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5524  -20.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9785  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6844  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3999  -19.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6844  -18.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1152  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8259  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5367  -19.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8259  -20.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2474  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9580  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6734  -19.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9580  -18.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3887  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0947  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8102  -19.0874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0947  -20.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5255  -19.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2408  -19.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2408  -18.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5636  -18.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7050  -20.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9896  -20.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4157  -20.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8417  -18.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5524  -17.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5524  -17.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2631  -18.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9785  -20.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2474  -20.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5255  -20.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6844  -20.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6844  -21.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3999  -21.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3999  -22.7929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1152  -17.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3887  -18.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9581  -20.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9581  -21.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6734  -21.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6734  -22.7929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0947  -17.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0947  -17.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8102  -18.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8102  -20.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8102  -21.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9422  -19.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2408  -20.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8895  -15.1463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.5515  -15.1323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.1289  -15.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5765  -15.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1221  -14.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2156  -14.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7656  -15.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2271  -15.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7741  -16.7279    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.5956  -16.6859    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.7486  -13.5569    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.5807  -13.5469    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  3  5  2  0
  6  4  1  6
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  1
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 30 28  1  6
 30 31  1  0
 31 32  2  0
  2 33  1  0
  6 34  1  0
 34 35  1  0
 34 36  1  6
 10 37  1  1
 37 38  1  0
 38 39  1  0
 38 40  1  0
 14 41  1  6
 22 42  1  6
 30 43  1  0
 41 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 18 48  1  0
 26 49  1  1
 42 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 49 54  1  0
 54 55  1  0
 54 56  1  0
 43 57  1  0
 57 58  1  0
 31 59  1  0
 43 60  1  1
 33 61  1  0
 48 62  1  0
 63 64  2  0
 64 65  1  0
 65 66  2  0
 66 67  1  0
 67 68  2  0
 68 63  1  0
 67 61  1  0
 64 62  1  0
 68 69  1  0
 63 70  1  0
 66 71  1  0
 65 72  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4557180

    ---

Associated Targets(Human)

LDHB Tchem L-lactate dehydrogenase B chain (463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LDHA Tchem L-lactate dehydrogenase A chain (1573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

LDHB L-lactate dehydrogenase B chain (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 1066.30Molecular Weight (Monoisotopic): 1065.5127AlogP: #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. Thabault L, Brisson L, Brustenga C, Martinez Gache SA, Prévost JRC, Kozlova A, Spillier Q, Liberelle M, Benyahia Z, Messens J, Copetti T, Sonveaux P, Frédérick R..  (2020)  Interrogating the Lactate Dehydrogenase Tetramerization Site Using (Stapled) Peptides.,  63  (9): [PMID:32250117] [10.1021/acs.jmedchem.9b01955]

Source