(5S,8S,26S,30S)-2-((2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl)-5,8-dibenzyl-1-hydroxy-4,7,10,13,20,28-hexaoxo-3,6,9,14,21,27,29-heptaazadotriacont-2-ene-26,30,32-tricarboxylic acid

ID: ALA4475674

PubChem CID: 155537947

Max Phase: Preclinical

Molecular Formula: C67H82N8O22

Molecular Weight: 1351.43

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(/C(CO)=N/C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(=O)NCCCCCC(=O)NCCCC[C@H](NC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1

Standard InChI: InChI=1S/C67H82N8O22/c1-35-57(82)40(68)31-52(96-35)97-46-33-67(94,32-39-54(46)61(86)56-55(59(39)84)58(83)38-19-14-21-45(95-2)53(38)60(56)85)47(34-76)75-63(88)44(30-37-17-8-4-9-18-37)72-62(87)43(29-36-15-6-3-7-16-36)71-50(79)25-24-49(78)70-27-12-5-10-22-48(77)69-28-13-11-20-41(64(89)90)73-66(93)74-42(65(91)92)23-26-51(80)81/h3-4,6-9,14-19,21,35,40-44,46,52,57,76,82,84,86,94H,5,10-13,20,22-34,68H2,1-2H3,(H,69,77)(H,70,78)(H,71,79)(H,72,87)(H,80,81)(H,89,90)(H,91,92)(H2,73,74,93)/b75-47+/t35-,40-,41-,42-,43-,44-,46-,52-,57+,67-/m0/s1

Standard InChI Key: NJNGNFVQLISUHI-MWWBXLFLSA-N

Molfile:

 
     RDKit          2D

 98104  0  0  0  0  0  0  0  0999 V2000
   20.8879   -6.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5958   -7.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6011   -7.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1624   -7.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3012   -5.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5913   -5.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8904   -8.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8826   -5.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3004   -6.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1677   -7.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2967   -4.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0186   -5.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5860   -4.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4321   -5.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3913   -6.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0194   -4.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1521   -5.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8064   -6.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8456   -5.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0798   -6.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6037   -3.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7385   -5.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4555   -6.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3110   -8.2963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8957   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8868   -4.1590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1758   -5.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0144   -7.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9992   -3.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5743   -5.1713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4979   -6.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4677   -8.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6097   -9.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6153   -2.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3245   -2.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0405   -7.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4751   -9.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1829   -9.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6002  -10.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0152   -6.2357    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995   -7.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8114   -7.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5232   -7.8541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995   -8.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877   -7.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8114   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995   -6.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995   -5.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8114   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351   -7.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9428   -7.8541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351   -6.6242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6546   -7.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664   -7.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0783   -7.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664   -8.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6546   -6.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664   -6.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3664   -5.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0783   -4.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0783   -4.1602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7901   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7901   -2.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5019   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2138   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9215   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6333   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3452   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0570   -3.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7688   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4807   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7688   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1925   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9043   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6120   -4.1602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9043   -2.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3239   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0357   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3239   -2.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0357   -2.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7475   -3.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0357   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4594   -4.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1712   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1712   -2.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4594   -4.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7472   -2.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4586   -2.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4590   -1.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7422   -1.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0338   -1.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9024   -5.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1015   -5.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5498   -6.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7939   -6.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5991   -6.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1514   -6.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  6  1  0
  6  8  2  0
  7 10  1  0
  8  1  1  0
  9  2  1  0
 10  4  1  0
 11 13  1  0
 12  5  1  0
 13  6  1  0
 14 22  1  1
 15 14  1  0
 16 11  1  0
 17 14  1  0
 18 19  1  0
 19 17  1  0
 20 15  1  0
 21 11  1  0
 22 12  1  0
 23  4  2  0
 24  3  2  0
 25  7  2  0
 26 21  2  0
 27  8  1  0
 28  9  1  0
 11 29  1  6
 19 30  1  6
 18 31  1  6
 32 10  2  0
 33 25  1  0
 34 21  1  0
 35 34  1  0
 20 36  1  6
 37 32  1  0
 38 37  2  0
 39 33  1  0
 12 40  1  1
  5  9  2  0
  7  3  1  0
 16 12  1  0
 25 38  1  0
 18 20  1  0
 41 42  1  0
 42 43  1  0
 41 44  1  0
 41 45  2  0
 42 46  1  6
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  2  0
 43 51  1  0
 51 52  1  0
 51 53  2  0
 52 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 54 58  1  1
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  2  0
 63 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 72  1  0
 71 73  2  0
 72 74  1  0
 74 75  1  0
 75 76  1  0
 75 77  2  0
 76 78  1  0
 78 79  1  0
 78 80  1  1
 80 81  1  0
 79 82  1  0
 79 83  2  0
 82 84  1  0
 84 85  1  0
 85 26  1  0
 85 86  2  0
 84 87  1  6
 81 88  2  0
 88 89  1  0
 89 90  2  0
 90 91  1  0
 91 92  2  0
 92 81  1  0
 87 93  1  0
 93 94  2  0
 94 95  1  0
 95 96  2  0
 96 97  1  0
 97 98  2  0
 98 93  1  0
M  END

Associated Targets(Human)

FOLH1 Tclin Glutamate carboxypeptidase II (711 Activities)

Discover Target: FOLH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LNCaP (8286 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PC-3 (62116 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 1351.43	Molecular Weight (Monoisotopic): 1350.5544	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. Ivanenkov YA, Machulkin AE, Garanina AS, Skvortsov DA, Uspenskaya AA, Deyneka EV, Trofimenko AV, Beloglazkina EK, Zyk NV, Koteliansky VE, Bezrukov DS, Aladinskaya AV, Vorobyeva NS, Puchinina MM, Riabykh GK, Sofronova AA, Malyshev AS, Majouga AG.. (2019) Synthesis and biological evaluation of Doxorubicin-containing conjugate targeting PSMA., 29 (10): [PMID:30904185] [10.1016/j.bmcl.2019.01.040]

(5S,8S,26S,30S)-2-((2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl)-5,8-dibenzyl-1-hydroxy-4,7,10,13,20,28-hexaoxo-3,6,9,14,21,27,29-heptaazadotriacont-2-ene-26,30,32-tricarboxylic acid

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source