Payload Information

General Information of This Payload
Payload ID
PAY0KXHZI
Name
Rachelmycin
Synonyms
Rachelmycin; 69866-21-3; CC-1065; CCRIS 2174; NSC 298223; CC 1065; CHEMBL139109; SCHEMBL9089249; DTXSID40990138; C37H33N7O8; Benzo(1,2-b:4,3-b')dipyrrole-3(2H)-carboxamide, 7-((1,6-dihydro-4-hydroxy-5-methoxy-7-((4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa(c)pyrrolo(3,2-e)indol-2(1H)-yl)carbonyl)benzo(1,2-b:4,3-b')dipyrrol-3(2H)-yl)carbonyl)-1,6-dihydro-4-hydroxy-5-methoxy-, (7bR)-; NSC219877; C37-H33-N7-O8; HY-12457; CS-0011401; 5-hydroxy-2-[5-hydroxy-4-methoxy-2-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-10-carbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carbonyl]-4-methoxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carboxamide; Benzo [1,2-b :4,3-b'] dipirrolo-3 (2H)-carboxamida, 7-[[[1,6-dihidro-4-hidroxi-5-metoxi-7-[(7bR, 8sS )-4,5,8,8a-tetrahidro-7-metil-4-oxociclopropa[c] pirrolo [3,2-e] indol-2 (1H)-il] carbonil] benzo [1,2-b: 4,3-b'] dipirrol-3(2H)-il] carbonil]-1,6; Benzo(1,2-b:4,3-b')dipyrrole-3(2H)-carboxamide, 7-((1,6-dihydro-4-hydroxy-5-methoxy-7-((4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa(c)pyrrolo(3,2-e)indol-2(1H)-yl)carbonyl)benzo(1,2-b:4,3-b')dipyrrol-3(2H)-yl)carbonyl)-1,6-dihydro-4-hydroxy-5-methox
   Click to Show/Hide
Target(s) Human Deoxyribonucleic acid (hDNA)
 Target Info 
Structure
Formula
C37H33N7O8
Isosmiles
CC1=CNC2=C1[C@@]34C[C@@H]3CN(C4=CC2=O)C(=O)C5=CC6=C7CCN(C7=C(C(=C6N5)OC)O)C(=O)C8=CC9=C1CCN(C1=C(C(=C9N8)OC)O)C(=O)N
PubChem CID
9939943
InChI
InChI=1S/C37H33N7O8/c1-14-12-39-27-22(45)10-23-37(24(14)27)11-15(37)13-44(23)35(49)21-9-18-16-4-6-42(28(16)30(46)32(51-2)25(18)41-21)34(48)20-8-19-17-5-7-43(36(38)50)29(17)31(47)33(52-3)26(19)40-20/h8-10,12,15,39-41,46-47H,4-7,11,13H2,1-3H3,(H2,38,50)/t15-,37+/m1/s1
InChIKey
UOWVMDUEMSNCAV-WYENRQIDSA-N
IUPAC Name
5-hydroxy-2-[5-hydroxy-4-methoxy-2-[(1R,12S)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-10-carbonyl]-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carbonyl]-4-methoxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carboxamide
Pharmaceutical Properties
Molecule Weight
703.7
Polar area
210
Complexity
1610
xlogp Value
2.4
Heavy Count
52
Rot Bonds
4
Hbond acc
8
Hbond Donor
6
The activity data of This Payload
Standard Type Value Units Cell line Disease Model Cell line ID Reference
Half Maximal Inhibitory Concentration (IC50) 0.00001 ug/mL
L1210 cells
Lymphoblastic leukemia
CVCL_0382 
Half Maximal Inhibitory Concentration (IC50) 0.026 ug/mL
L1210 cells
Lymphoblastic leukemia
CVCL_0382 
Half Maximal Inhibitory Concentration (IC50) 0.02 nM
L1210 cells
Lymphoblastic leukemia
CVCL_0382 
[1]
Half Maximal Inhibitory Concentration (IC50) 0.07 nM
L1210 cells
Lymphoblastic leukemia
CVCL_0382 
[2]
Half Maximal Inhibitory Concentration (IC50) 3000 nM
L1210 cells
Lymphoblastic leukemia
CVCL_0382 
[3]
Each Antibody-drug Conjugate Related to This Payload
References
Ref 1 Efficacious cyclic N-acyl O-amino phenol duocarmycin prodrugs. J Med Chem. 2013 May 23;56(10):4104-15. doi: 10.1021/jm400413r. Epub 2013 May 10.
Ref 2 Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065. J Med Chem. 1988 Mar;31(3):590-603. doi: 10.1021/jm00398a017.
Ref 3 DNA-directed alkylating agents. 6. Synthesis and antitumor activity of DNA minor groove-targeted aniline mustard analogues of pibenzimol (Hoechst 33258). J Med Chem. 1994 Dec 9;37(25):4338-45. doi: 10.1021/jm00051a010.

If you find any error in data or bug in web service, please kindly report it to Dr. Shen et al.