4-[(9S,15S,21S,27S)-7-(2-amino-2-oxo-ethyl)-19-[2-(1,3-benzodioxol-5-yl)acetyl]-9,27-dibenzyl-15,21-bis(2-carboxyethyl)-25-(3-cyclohexylpropanoyl)-6,11,17,23,29-pentaoxo-3-thia-7,10,13,16,19,22,25,28-octazabicyclo[28.2.2]tetratriaconta-1(33),30(34),31-trien-13-yl]-4-oxo-butanoic acid

ID: ALA4093682

PubChem CID: 137654726

Max Phase: Preclinical

Molecular Formula: C69H87N9O17S

Molecular Weight: 1346.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CN1C[C@H](Cc2ccccc2)NC(=O)CN(C(=O)CCC(=O)O)C[C@H](CCC(=O)O)NC(=O)CN(C(=O)Cc2ccc3c(c2)OCO3)C[C@H](CCC(=O)O)NC(=O)CN(C(=O)CCC2CCCCC2)C[C@H](Cc2ccccc2)NC(=O)c2ccc(cc2)CSCCC1=O

Standard InChI:  InChI=1S/C69H87N9O17S/c70-58(79)40-75-38-54(32-47-12-6-2-7-13-47)73-61(82)42-76(63(84)26-29-68(91)92)36-52(22-27-66(87)88)71-60(81)43-78(65(86)35-50-18-24-56-57(34-50)95-45-94-56)37-53(23-28-67(89)90)72-59(80)41-77(62(83)25-19-46-10-4-1-5-11-46)39-55(33-48-14-8-3-9-15-48)74-69(93)51-20-16-49(17-21-51)44-96-31-30-64(75)85/h2-3,6-9,12-18,20-21,24,34,46,52-55H,1,4-5,10-11,19,22-23,25-33,35-45H2,(H2,70,79)(H,71,81)(H,72,80)(H,73,82)(H,74,93)(H,87,88)(H,89,90)(H,91,92)/t52-,53-,54-,55-/m0/s1

Standard InChI Key:  OQBSFMMWTCXPMS-RWNJCICYSA-N

Molfile:  

     RDKit          2D

 96102  0  0  0  0  0  0  0  0999 V2000
    8.0544   -5.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3516   -5.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6439   -5.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -6.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3349   -6.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496   -6.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3229   -7.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345   -7.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434   -7.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4499   -7.9284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7458   -6.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4431   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1474   -6.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1405   -5.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8585   -7.0994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5627   -6.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2738   -7.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5559   -5.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8448   -5.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8379   -4.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1268   -4.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5422   -4.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9781   -6.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6892   -7.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9713   -5.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6755   -5.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2601   -5.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6687   -4.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3734   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9487   -3.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9587   -4.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6553   -2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3661   -3.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9707   -2.8457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6336   -2.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8207   -2.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3935   -6.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3866   -5.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1046   -7.0638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8088   -6.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5199   -7.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8020   -5.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5062   -5.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4994   -4.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2037   -4.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7883   -4.1978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5268   -7.8691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2379   -8.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2312   -7.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9426   -7.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2237   -6.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6465   -7.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3580   -7.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0619   -7.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3654   -8.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2447   -9.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9558   -9.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5405   -9.5034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8653   -8.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8612   -9.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5668   -9.7356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -9.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5627  -10.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2683  -10.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8529  -10.9578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2617  -11.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9665  -12.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6772  -11.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6787  -10.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9733  -10.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3834  -12.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0926  -11.7924    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0957  -10.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8049  -10.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5111  -10.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2203  -10.5746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5080  -11.7977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9265  -10.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5986  -10.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3600  -10.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3608  -11.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6525  -12.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6530  -12.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3617  -13.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0713  -12.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0674  -12.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4458   -9.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4529   -8.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -8.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0373   -8.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0358   -9.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7412   -9.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2130   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5016   -9.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4943   -8.5374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7976   -9.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  1
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  2  0
 29 33  1  0
 32 30  1  0
 30 31  2  0
 31 28  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 32  1  0
 24 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  1
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 41 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 49 51  2  0
 50 52  1  0
 52 53  1  0
 53 54  1  0
 53 55  2  0
 48 56  1  0
 56 57  2  0
 56 58  1  0
 10 59  1  0
 59 60  1  0
 60 61  1  0
 60 62  1  1
 61 63  1  0
 63 64  1  0
 63 65  2  0
 64 66  2  0
 66 67  1  0
 67 68  2  0
 68 69  1  0
 69 70  2  0
 70 64  1  0
 68 71  1  0
 71 72  1  0
 72 73  1  0
 73 74  1  0
 74 75  1  0
 75 76  1  0
 75 77  2  0
 76 78  1  0
 78 79  1  0
 79 58  1  0
 79 80  1  1
 80 81  1  0
 81 82  2  0
 82 83  1  0
 83 84  2  0
 84 85  1  0
 85 86  2  0
 86 81  1  0
 62 87  1  0
 87 88  2  0
 88 89  1  0
 89 90  2  0
 90 91  1  0
 91 92  2  0
 92 87  1  0
 76 93  1  0
 93 94  1  0
 94 95  2  0
 94 96  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093682

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1346.57

Molecular Weight (Monoisotopic): 1345.5941

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. Shi Y, Challa S, Sang P, She F, Li C, Gray GM, Nimmagadda A, Teng P, Odom T, Wang Y, van der Vaart A, Li Q, Cai J..  (2017)  One-Bead-Two-Compound Thioether Bridged Macrocyclic γ-AApeptide Screening Library against EphA2.,  60  (22): [PMID:29111705] [10.1021/acs.jmedchem.7b01280]

Source

Source(1):

• Scientific Literature