(4S,10S,16R)-18-(2-((S)-1-(N-(2-amino-2-oxoethyl)-3-mercaptopropanamido)-3-phenylpropan-2-ylamino)-2-oxoethyl)-12-(2-(benzo[d][1,3]dioxol-5-yl)acetyl)-4-benzyl-10,16-bis(2-carboxyethyl)-6-(3-cyclohexylpropanoyl)-2,8,14,19-tetraoxo-3,6,9,12,18-pentaazahenicosane-21-carboxylic acid

ID: ALA4081722

PubChem CID: 137648817

Max Phase: Preclinical

Molecular Formula: C64H86N8O17S

Molecular Weight: 1271.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)CN(CC(=O)N[C@@H](CCC(=O)O)CN(CC(=O)C[C@@H](CCC(=O)O)CN(CC(=O)N[C@@H](Cc1ccccc1)CN(CC(N)=O)C(=O)CCS)C(=O)CCC(=O)O)C(=O)Cc1ccc2c(c1)OCO2)C(=O)CCC1CCCCC1

Standard InChI:  InChI=1S/C64H86N8O17S/c1-43(73)66-50(29-45-13-7-3-8-14-45)36-72(58(78)22-18-44-11-5-2-6-12-44)41-56(76)67-49(20-25-63(84)85)35-70(61(81)33-47-17-21-53-54(32-47)89-42-88-53)38-52(74)31-48(19-24-62(82)83)34-69(59(79)23-26-64(86)87)40-57(77)68-51(30-46-15-9-4-10-16-46)37-71(39-55(65)75)60(80)27-28-90/h3-4,7-10,13-17,21,32,44,48-51,90H,2,5-6,11-12,18-20,22-31,33-42H2,1H3,(H2,65,75)(H,66,73)(H,67,76)(H,68,77)(H,82,83)(H,84,85)(H,86,87)/t48-,49+,50+,51+/m1/s1

Standard InChI Key:  MMOVLVBPFMLHGZ-VLTLVFMNSA-N

Molfile:  

     RDKit          2D

 90 94  0  0  0  0  0  0  0  0999 V2000
    4.5977   -6.4921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054   -5.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5977   -4.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6005   -4.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936   -3.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849   -4.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876   -4.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8950   -5.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5977   -7.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900   -7.7179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7209   -6.0835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4286   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7209   -5.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440   -6.4921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -5.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5517   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2594   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5517   -5.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440   -4.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440   -4.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5517   -3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9671   -6.0835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6748   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3825   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3825   -5.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0902   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7979   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5056   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7979   -5.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0902   -4.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0902   -4.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3825   -3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7979   -3.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2134   -6.0835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9211   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6288   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3365   -6.4921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6288   -5.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442   -6.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7519   -6.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442   -5.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7519   -4.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4582   -5.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1654   -4.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1659   -4.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4532   -3.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7489   -4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7519   -7.3093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4596   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1673   -7.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8750   -7.7179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1673   -6.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3365   -7.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442   -8.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7519   -8.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7519   -9.7609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131   -4.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4286   -4.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4208   -4.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7092   -3.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066   -2.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9959   -2.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2911   -2.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3016   -3.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129   -4.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9619   -6.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2516   -7.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6670   -7.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6618   -8.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9483   -8.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9428   -9.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3631   -8.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3611   -9.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6500   -9.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8182  -10.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6335  -10.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9688   -9.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2088   -5.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9143   -4.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4989   -4.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9063   -4.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6100   -3.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6021   -2.7997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3217   -4.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
 11 12  2  0
 11 13  1  0
  4 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 16 18  1  0
 16 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  1
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  1
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 42 44  1  0
 44 45  1  0
 44 46  1  1
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 47  1  0
 45 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 55 57  2  0
 53 58  1  0
 58 59  2  0
 58 60  1  0
 60 61  1  0
 61 62  1  0
 17 63  2  0
 17 64  1  0
 64 65  1  0
 65 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 69 70  1  0
 70 71  1  0
 71 66  1  0
 27 72  1  0
 72 73  2  0
 72 74  1  0
 74 75  1  0
 75 76  2  0
 76 77  1  0
 77 80  2  0
 79 78  2  0
 78 75  1  0
 79 80  1  0
 80 81  1  0
 81 82  1  0
 82 83  1  0
 83 79  1  0
 39 84  1  0
 84 85  1  0
 84 86  2  0
 85 87  1  0
 87 88  1  0
 88 89  2  0
 88 90  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081722

   ---

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: 1271.50

Molecular Weight (Monoisotopic): 1270.5832

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