(11S,18S,22S)-11-(naphthalen-2-ylmethyl)-2,9,12,20-tetraoxo-1-(4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl)-3,10,13,19,21-pentaazatetracosane-18,22,24-tricarboxylic acid

ID: ALA5287113

Max Phase: Preclinical

Molecular Formula: C47H69N9O16

Molecular Weight: 1016.12

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C(O)CC[C@H](NC(=O)N[C@@H](CCCCNC(=O)[C@H](Cc1ccc2ccccc2c1)NC(=O)CCCCCNC(=O)CN1CCN(CC(=O)O)CCN(CC(=O)O)CCN(CC(=O)O)CC1)C(=O)O)C(=O)O

Standard InChI: InChI=1S/C47H69N9O16/c57-38(11-2-1-6-16-48-39(58)28-53-18-20-54(29-41(61)62)22-24-56(31-43(65)66)25-23-55(21-19-53)30-42(63)64)50-37(27-32-12-13-33-8-3-4-9-34(33)26-32)44(67)49-17-7-5-10-35(45(68)69)51-47(72)52-36(46(70)71)14-15-40(59)60/h3-4,8-9,12-13,26,35-37H,1-2,5-7,10-11,14-25,27-31H2,(H,48,58)(H,49,67)(H,50,57)(H,59,60)(H,61,62)(H,63,64)(H,65,66)(H,68,69)(H,70,71)(H2,51,52,72)/t35-,36-,37-/m0/s1

Standard InChI Key: HKXMGJOQFDPXJX-FSEITFBQSA-N

Molfile:

 
     RDKit          2D

 72 74  0  0  0  0  0  0  0  0999 V2000
   20.9134   -8.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6475   -8.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8722   -9.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6886   -7.2593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4228   -6.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9956   -6.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0367   -5.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1157   -7.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8499   -6.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8911   -6.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1980   -5.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2392   -4.8586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7694   -5.6058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8049   -4.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5365   -4.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5429   -7.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5018   -8.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7694   -8.6048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1965   -8.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9742   -4.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6662   -4.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6258   -5.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4039   -4.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2128   -4.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2509   -4.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9814   -3.7844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5540   -3.7184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2203   -8.0120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2265   -8.5214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5370   -9.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2428   -9.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8158   -9.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5541  -10.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9656   -9.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9745  -10.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2658  -10.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2744  -11.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6869  -10.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5299   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2352   -9.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5480   -8.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8066   -9.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2171  -10.5340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9585   -9.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6638   -9.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3872   -9.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0924   -9.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9224  -10.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9043  -11.7869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6457  -10.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6096  -12.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5915  -13.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3330  -11.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0382  -12.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7615  -11.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4701  -12.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7829  -11.0227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8682  -13.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2968  -13.4716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6974  -11.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9932  -12.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0058  -13.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7219  -13.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4267  -12.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4106  -12.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9328   -8.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9166   -7.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6553   -8.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3615   -8.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0839   -8.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7901   -8.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5125   -8.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 12  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 12 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 13 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
  1 28  1  0
 30 31  1  0
 30 32  1  0
 30 33  2  0
 31 34  1  0
 31 29  1  1
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 61  2  0
 38 35  1  0
 38 60  2  0
 39 40  1  0
 39 41  2  0
 39 42  1  0
 40 43  1  0
 40 44  1  6
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 32  1  0
 43 48  1  0
 48 49  1  0
 48 50  2  0
 49 51  1  0
 51 52  1  0
 51 53  1  1
 53 54  1  0
 54 55  1  0
 55 56  1  0
 55 57  2  0
 52 58  1  0
 52 59  2  0
 60 61  1  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 65 60  1  0
 29 66  1  0
 66 67  2  0
 66 68  1  0
 68 69  1  0
 69 70  1  0
 70 71  1  0
 71 72  1  0
 72 28  1  0
M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type:	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1016.12	Molecular Weight (Monoisotopic): 1015.4862	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. Benešová M, Bauder-Wüst U, Schäfer M, Klika KD, Mier W, Haberkorn U, Kopka K, Eder M.. (2016) Linker Modification Strategies To Control the Prostate-Specific Membrane Antigen (PSMA)-Targeting and Pharmacokinetic Properties of DOTA-Conjugated PSMA Inhibitors., 59 (5): [PMID:26878194] [10.1021/acs.jmedchem.5b01210]

(11S,18S,22S)-11-(naphthalen-2-ylmethyl)-2,9,12,20-tetraoxo-1-(4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl)-3,10,13,19,21-pentaazatetracosane-18,22,24-tricarboxylic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source