(2S)-N-[(1S)-1-{[(1R)-1-{[(1S)-1-{[(2R)-1-[(2S)-2-{[(1S)-1-carbamoylpentyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}ethyl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-2-(phenylformamido)hexanamide

ID: ALA3360198

PubChem CID: 118724119

Max Phase: Preclinical

Molecular Formula: C62H71N13O11

Molecular Weight: 1174.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](C)NC(=O)[C@H](CCCCNc1ccc([N+](=O)[O-])c2nonc12)NC(=O)c1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C62H71N13O11/c1-3-4-26-46(55(63)76)67-61(82)52-29-18-33-74(52)62(83)50(35-40-21-10-6-11-22-40)71-59(80)48(34-39-19-8-5-9-20-39)70-60(81)49(36-42-37-65-44-27-15-14-25-43(42)44)69-56(77)38(2)66-58(79)47(68-57(78)41-23-12-7-13-24-41)28-16-17-32-64-45-30-31-51(75(84)85)54-53(45)72-86-73-54/h5-15,19-25,27,30-31,37-38,46-50,52,64-65H,3-4,16-18,26,28-29,32-36H2,1-2H3,(H2,63,76)(H,66,79)(H,67,82)(H,68,78)(H,69,77)(H,70,81)(H,71,80)/t38-,46-,47-,48-,49+,50+,52-/m0/s1

Standard InChI Key:  JHTXOAZTMAHWSM-UITSJQIPSA-N

Molfile:  

     RDKit          2D

 86 93  0  0  0  0  0  0  0  0999 V2000
    7.7976   -8.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5124   -8.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1801   -9.4573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5348   -7.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2026   -8.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9133   -8.2634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6015   -8.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3587   -7.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3362   -8.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5393   -9.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9675   -9.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2055   -9.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4627  -10.3260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2256  -10.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0030  -10.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1916  -11.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6025  -12.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8268  -12.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6345  -11.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0245   -8.7622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7351   -8.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4070   -9.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4275   -8.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   -7.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4907   -6.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4683   -7.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1618   -7.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8729   -7.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8953   -6.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2073   -5.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1382   -8.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8284   -8.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5875   -7.4561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7088   -8.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7095   -9.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9062  -11.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2660  -10.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0741  -10.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5214  -11.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1603  -11.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3518  -11.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4831   -8.4911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1242   -7.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4139   -6.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1083   -7.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7940   -8.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7523   -9.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5645   -9.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8190   -6.8032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8394   -5.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1695   -4.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1471   -5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5501   -5.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2403   -6.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4364   -5.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9630   -5.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6583   -6.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0883   -8.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9559  -13.4999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6698   -8.2047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -8.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791   -8.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -7.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793  -13.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5329   -6.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7923  -11.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564   -8.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564   -9.4330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207  -11.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791   -9.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857  -10.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471   -8.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184   -7.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709  -13.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7923  -11.8865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085  -10.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6776  -12.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -8.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0883   -7.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0856  -13.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857  -12.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0857   -9.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3870  -11.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507  -14.3177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2519  -13.0886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0736  -11.7266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  9 20  1  0
 23 31  1  0
 34 42  1  0
 45 49  1  0
 52 55  1  0
  1  2  1  0
  2  5  1  0
  5  3  2  0
  2  4  1  1
  6  7  1  0
  7  9  1  0
  9  8  2  0
  7 10  1  1
 10 12  1  0
 11 12  2  0
 12 14  1  0
 13 11  1  0
 15 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 21 23  1  0
 23 22  2  0
 21 24  1  1
 24 26  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 31 32  1  0
 32 34  1  0
 34 33  2  0
 32 35  1  1
 35 37  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 42 43  1  0
 43 45  1  6
 45 44  2  0
 43 46  1  0
 47 48  1  0
 48 46  1  0
 47 42  1  0
 49 50  1  0
 50 52  1  0
 52 51  2  0
 50 53  1  6
 53 54  1  0
 54 56  1  0
 56 57  1  0
 66 75  1  0
 71 66  1  0
 77 74  1  0
 65 73  2  0
 77 83  1  0
 69 76  1  0
 73 61  1  0
 59 84  2  0
 78 72  1  0
 75 81  1  0
 59 85  1  0
 60 67  1  0
 64 80  1  0
 82 71  1  0
 63 65  1  0
 83 69  2  0
 76 86  1  0
 62 58  1  0
 81 83  1  0
 72 63  2  0
 74 59  1  0
 61 78  2  0
 58 79  2  0
 86 77  2  0
 62 70  1  6
 58  1  1  0
 67 72  1  0
 74 64  2  0
 67 68  2  0
 60 62  1  0
 70 82  1  0
 80 81  2  0
M  CHG  2  59   1  85  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3360198

   ---

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: 1174.33

Molecular Weight (Monoisotopic): 1173.5396

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. Ma Z, Du L, Li M..  (2014)  Toward fluorescent probes for G-protein-coupled receptors (GPCRs).,  57  (20): [PMID:24983484] [10.1021/jm401823z]

Source

Source(1):

• Scientific Literature