(2S,3S)-2-((S)-2-(3-((S)-3-(1H-indol-3-yl)-1-(neopentylamino)-1-oxopropan-2-yl)ureido)-3-(naphthalen-2-yl)propanamido)-3-(2-amino-N-methylacetamido)-N-(((2R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxytetrahydrofuran-2-yl)methyl)butanamide

ID: ALA5086438

PubChem CID: 135134651

Max Phase: Preclinical

Molecular Formula: C46H58N10O9

Molecular Weight: 895.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]([C@H](NC(=O)[C@H](Cc1ccc2ccccc2c1)NC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCC(C)(C)C)C(=O)NC[C@H]1C[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O1)N(C)C(=O)CN

Standard InChI:  InChI=1S/C46H58N10O9/c1-26(55(5)38(59)22-47)39(42(62)49-24-31-21-36(57)43(65-31)56-17-16-37(58)53-45(56)64)54-41(61)34(19-27-14-15-28-10-6-7-11-29(28)18-27)51-44(63)52-35(40(60)50-25-46(2,3)4)20-30-23-48-33-13-9-8-12-32(30)33/h6-18,23,26,31,34-36,39,43,48,57H,19-22,24-25,47H2,1-5H3,(H,49,62)(H,50,60)(H,54,61)(H2,51,52,63)(H,53,58,64)/t26-,31+,34-,35-,36+,39-,43+/m0/s1

Standard InChI Key:  XWBWFAKFBOTJKQ-OFOXTFNLSA-N

Molfile:  

 
     RDKit          2D

 65 70  0  0  0  0  0  0  0  0999 V2000
   23.9586   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6663   -5.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3740   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0817   -5.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7894   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3740   -6.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4971   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2048   -5.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9125   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4971   -4.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6202   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9125   -4.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6202   -3.8012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2048   -3.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3279   -4.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6202   -2.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3279   -2.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9125   -2.5754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3279   -1.7582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6202   -6.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3279   -5.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0356   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7434   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4909   -5.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0377   -4.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6290   -4.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8298   -4.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8504   -4.8329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9614   -3.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7757   -3.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9846   -2.3694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6312   -1.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8174   -1.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4807   -2.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2540   -3.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9664   -1.0593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9586   -6.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2509   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2509   -6.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5047   -6.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9579   -6.9414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1658   -7.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3689   -7.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1156   -8.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6582   -9.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4573   -8.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7069   -8.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7894   -6.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4971   -6.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2509   -4.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5431   -5.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8354   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1277   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4200   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1277   -6.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4174   -5.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4928   -7.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9058   -6.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1983   -6.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9084   -7.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2017   -7.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2013   -8.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9069   -9.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6144   -8.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6113   -7.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  2  0
  5  7  1  0
  7  8  1  0
  9  8  1  1
  7 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  6
 13 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 11 20  2  0
 11 21  1  0
 21 22  1  0
 23 22  1  6
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
 25 28  1  6
 26 29  1  1
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 30 35  2  0
 32 36  2  0
  1 37  1  1
  1 38  1  0
 37 39  1  0
 39 40  2  0
 40 41  1  0
 41 43  1  0
 42 39  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 42  1  0
  5 48  1  6
 48 49  1  0
 38 50  2  0
 38 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 53 55  1  0
 53 56  1  0
 49 57  2  0
 57 61  1  0
 60 58  1  0
 58 59  2  0
 59 49  1  0
 60 61  1  0
 61 62  2  0
 62 63  1  0
 63 64  2  0
 64 65  1  0
 65 60  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086438

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 895.03

Molecular Weight (Monoisotopic): 894.4388

AlogP: 0.91

#Rotatable Bonds: 17

Polar Surface Area: 274.87

Molecular Species: NEUTRAL

HBA: 11

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.12

CX LogP: 0.54

CX LogD: -0.13

Aromatic Rings: 5

Heavy Atoms: 65

QED Weighted: 0.06

Np Likeness Score: -0.07

References

1. Tran W, Kusay AS, Hawkins PME, Cheung CY, Nagalingam G, Pujari V, Ford DJ, Stoye A, Ochoa JL, Audette RE, Hortle E, Oehlers SH, Charman SA, Linington RG, Rubin EJ, Dowson CG, Roper DI, Crick DC, Balle T, Cook GM, Britton WJ, Payne RJ..  (2021)  Synthetic Sansanmycin Analogues as Potent Mycobacterium tuberculosis Translocase I Inhibitors.,  64  (23.0): [PMID:34845906] [10.1021/acs.jmedchem.1c01407]

Source

Source(1):

• Scientific Literature