Natural Product: NPC471174

Natural Product ID:  NPC471174
Common Name:   12Alpha-Acetoxy-7-Deacetylazadiron
IUPAC Name:   [(5R,7R,8R,9R,10R,12S,13S,17S)-17-(furan-3-yl)-7-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-12-yl] acetate
Synonyms:  
Molecular Formula:   C28H36O5
Standard InCHIKey:  XXVAKMOPFKOKNJ-FTEJKVAVSA-N
Standard InCHI:  InChI=1S/C28H36O5/c1-16(29)33-24-14-21-26(4)11-9-22(30)25(2,3)20(26)13-23(31)28(21,6)19-8-7-18(27(19,24)5)17-10-12-32-15-17/h8-12,15,18,20-21,23-24,31H,7,13-14H2,1-6H3/t18-,20-,21+,23+,24-,26-,27-,28-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2[C@@](C3=CC[C@H]([C@]13C)c1ccoc1)(C)[C@H](O)C[C@@H]1[C@]2(C)C=CC(=O)C1(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO10033 Turraea pubescens Species Meliaceae Eukaryota Twigs Dongfang, Hainan Province, China 2010-MAR PMID[23734701]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 11900 nM 7561907
NPT116 Cell Line HL-60 Homo sapiens IC50 < 10000 nM 12828466

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC471174 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9857 High Similarity NPC216755
0.9521 High Similarity NPC92979
0.9521 High Similarity NPC141538
0.9521 High Similarity NPC296807
0.9521 High Similarity NPC155939
0.9517 High Similarity NPC246164
0.9496 High Similarity NPC56197
0.9448 High Similarity NPC272590
0.9444 High Similarity NPC234494
0.9444 High Similarity NPC472654
0.9379 High Similarity NPC470997
0.931 High Similarity NPC471001
0.9301 High Similarity NPC185456
0.9252 High Similarity NPC33938
0.9247 High Similarity NPC196846
0.9231 High Similarity NPC199044
0.9231 High Similarity NPC238843
0.9225 High Similarity NPC121158
0.9172 High Similarity NPC302987
0.9122 High Similarity NPC472672
0.9103 High Similarity NPC471292
0.9103 High Similarity NPC470999
0.9097 High Similarity NPC251865
0.9085 High Similarity NPC67003
0.906 High Similarity NPC237259
0.906 High Similarity NPC98206
0.906 High Similarity NPC253201
0.906 High Similarity NPC34421
0.906 High Similarity NPC302054
0.906 High Similarity NPC178932
0.9048 High Similarity NPC470998
0.902 High Similarity NPC663
0.902 High Similarity NPC224394
0.9007 High Similarity NPC197137
0.9 High Similarity NPC469336
0.9 High Similarity NPC35000
0.8993 High Similarity NPC469503
0.8993 High Similarity NPC121615
0.8993 High Similarity NPC471002
0.8993 High Similarity NPC470996
0.8993 High Similarity NPC294511
0.8986 High Similarity NPC156189
0.8986 High Similarity NPC212257
0.898 High Similarity NPC471007
0.8954 High Similarity NPC470792
0.8933 High Similarity NPC30222
0.8926 High Similarity NPC471000
0.8919 High Similarity NPC195325
0.8919 High Similarity NPC470791
0.8919 High Similarity NPC470790
0.8919 High Similarity NPC69647
0.8919 High Similarity NPC125182
0.8912 High Similarity NPC255414
0.8904 High Similarity NPC34056
0.8897 High Similarity NPC243577
0.8889 High Similarity NPC470789
0.8882 High Similarity NPC475066
0.8882 High Similarity NPC470118
0.8882 High Similarity NPC470119
0.8882 High Similarity NPC214495
0.8881 High Similarity NPC90953
0.8849 High Similarity NPC89133
0.8824 High Similarity NPC472671
0.8824 High Similarity NPC475226
0.8808 High Similarity NPC57998
0.8803 High Similarity NPC46896
0.88 High Similarity NPC291150
0.88 High Similarity NPC116717
0.8784 High Similarity NPC250228
0.8784 High Similarity NPC71821
0.8776 High Similarity NPC5676
0.8774 High Similarity NPC165218
0.8758 High Similarity NPC472772
0.8758 High Similarity NPC194499
0.8758 High Similarity NPC304692
0.8742 High Similarity NPC75906
0.8734 High Similarity NPC470995
0.8733 High Similarity NPC5180
0.8733 High Similarity NPC159927
0.8733 High Similarity NPC228842
0.8733 High Similarity NPC469335
0.8732 High Similarity NPC158525
0.8726 High Similarity NPC478179
0.8714 High Similarity NPC61788
0.871 High Similarity NPC471003
0.871 High Similarity NPC69028
0.871 High Similarity NPC5079
0.8707 High Similarity NPC476944
0.8701 High Similarity NPC474611
0.8701 High Similarity NPC84349
0.8701 High Similarity NPC307383
0.8699 High Similarity NPC263337
0.8693 High Similarity NPC104736
0.8693 High Similarity NPC41880
0.8684 High Similarity NPC282445
0.8662 High Similarity NPC478178
0.8654 High Similarity NPC51568
0.8654 High Similarity NPC234660
0.8649 High Similarity NPC41182
0.8636 High Similarity NPC472777
0.8636 High Similarity NPC469847
0.8636 High Similarity NPC88007
0.8636 High Similarity NPC249021
0.8636 High Similarity NPC7059
0.8636 High Similarity NPC472776
0.8636 High Similarity NPC195954
0.8636 High Similarity NPC472778
0.8627 High Similarity NPC214541
0.8627 High Similarity NPC44675
0.8627 High Similarity NPC264943
0.8627 High Similarity NPC25351
0.8621 High Similarity NPC202260
0.8618 High Similarity NPC322546
0.8618 High Similarity NPC308205
0.8618 High Similarity NPC268905
0.8618 High Similarity NPC182427
0.8618 High Similarity NPC29695
0.8611 High Similarity NPC310043
0.8611 High Similarity NPC4764
0.8609 High Similarity NPC477404
0.8609 High Similarity NPC196864
0.8601 High Similarity NPC476947
0.86 High Similarity NPC93666
0.8599 High Similarity NPC276551
0.8592 High Similarity NPC218838
0.8591 High Similarity NPC346
0.859 High Similarity NPC197596
0.859 High Similarity NPC472767
0.859 High Similarity NPC472771
0.859 High Similarity NPC79571
0.8581 High Similarity NPC475967
0.8581 High Similarity NPC474932
0.8571 High Similarity NPC223063
0.8571 High Similarity NPC120836
0.8562 High Similarity NPC285227
0.8562 High Similarity NPC148374
0.8562 High Similarity NPC90296
0.8552 High Similarity NPC471996
0.8544 High Similarity NPC307781
0.8544 High Similarity NPC470875
0.8544 High Similarity NPC472670
0.8542 High Similarity NPC214572
0.8535 High Similarity NPC472773
0.8535 High Similarity NPC283209
0.8535 High Similarity NPC292389
0.8535 High Similarity NPC469338
0.8535 High Similarity NPC477405
0.8533 High Similarity NPC221809
0.8526 High Similarity NPC8389
0.8526 High Similarity NPC335761
0.8526 High Similarity NPC477402
0.8516 High Similarity NPC261597
0.8516 High Similarity NPC299038
0.8514 High Similarity NPC80635
0.8514 High Similarity NPC223415
0.8506 High Similarity NPC469850
0.8503 High Similarity NPC205765
0.85 High Similarity NPC118086
0.85 High Similarity NPC207294
0.85 High Similarity NPC112706
0.8497 Intermediate Similarity NPC476940
0.8497 Intermediate Similarity NPC476939
0.8491 Intermediate Similarity NPC476850
0.8491 Intermediate Similarity NPC476861
0.8491 Intermediate Similarity NPC310572
0.8489 Intermediate Similarity NPC46536
0.8489 Intermediate Similarity NPC138139
0.8487 Intermediate Similarity NPC476122
0.8481 Intermediate Similarity NPC476857
0.8481 Intermediate Similarity NPC476856
0.8481 Intermediate Similarity NPC476858
0.8481 Intermediate Similarity NPC470940
0.8481 Intermediate Similarity NPC123088
0.8481 Intermediate Similarity NPC469849
0.8471 Intermediate Similarity NPC329938
0.8471 Intermediate Similarity NPC18986
0.8471 Intermediate Similarity NPC82851
0.8471 Intermediate Similarity NPC207978
0.8471 Intermediate Similarity NPC200782
0.8471 Intermediate Similarity NPC5741
0.8471 Intermediate Similarity NPC211777
0.8471 Intermediate Similarity NPC68848
0.8462 Intermediate Similarity NPC471006
0.8462 Intermediate Similarity NPC140952
0.8462 Intermediate Similarity NPC477403
0.8452 Intermediate Similarity NPC209364
0.8451 Intermediate Similarity NPC298190
0.8447 Intermediate Similarity NPC475641
0.8447 Intermediate Similarity NPC475237
0.844 Intermediate Similarity NPC198904
0.8438 Intermediate Similarity NPC471397
0.8438 Intermediate Similarity NPC472673
0.8431 Intermediate Similarity NPC18135
0.8429 Intermediate Similarity NPC83178
0.8428 Intermediate Similarity NPC475779
0.8428 Intermediate Similarity NPC214600
0.8425 Intermediate Similarity NPC476943
0.8421 Intermediate Similarity NPC211625
0.8418 Intermediate Similarity NPC419
0.8418 Intermediate Similarity NPC198047

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC471174 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.875 High Similarity NPD5761 Phase 2
0.875 High Similarity NPD5760 Phase 2
0.8182 Intermediate Similarity NPD6764 Approved
0.8182 Intermediate Similarity NPD6765 Approved
0.7988 Intermediate Similarity NPD6784 Approved
0.7988 Intermediate Similarity NPD6785 Approved
0.7941 Intermediate Similarity NPD8434 Phase 2
0.7843 Intermediate Similarity NPD4628 Phase 3
0.7707 Intermediate Similarity NPD6273 Approved
0.7622 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7819 Suspended
0.7425 Intermediate Similarity NPD8127 Discontinued
0.7421 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7236 Approved
0.7278 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD7458 Discontinued
0.7195 Intermediate Similarity NPD6599 Discontinued
0.719 Intermediate Similarity NPD8032 Phase 2
0.7179 Intermediate Similarity NPD2799 Discontinued
0.7178 Intermediate Similarity NPD7239 Suspended
0.717 Intermediate Similarity NPD3750 Approved
0.7162 Intermediate Similarity NPD1608 Approved
0.7143 Intermediate Similarity NPD7075 Discontinued
0.7143 Intermediate Similarity NPD4140 Approved
0.7143 Intermediate Similarity NPD6559 Discontinued
0.7134 Intermediate Similarity NPD3226 Approved
0.7134 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD920 Approved
0.7089 Intermediate Similarity NPD6002 Phase 3
0.7089 Intermediate Similarity NPD5762 Approved
0.7089 Intermediate Similarity NPD1471 Phase 3
0.7089 Intermediate Similarity NPD6004 Phase 3
0.7089 Intermediate Similarity NPD5763 Approved
0.7089 Intermediate Similarity NPD6005 Phase 3
0.7089 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD2346 Discontinued
0.7089 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD3748 Approved
0.7069 Intermediate Similarity NPD5844 Phase 1
0.7063 Intermediate Similarity NPD7003 Approved
0.7048 Intermediate Similarity NPD7411 Suspended
0.7041 Intermediate Similarity NPD3749 Approved
0.7025 Intermediate Similarity NPD6100 Approved
0.7025 Intermediate Similarity NPD2796 Approved
0.7025 Intermediate Similarity NPD6099 Approved
0.7024 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7199 Phase 2
0.7013 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7799 Discontinued
0.7011 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6801 Discontinued
0.6994 Remote Similarity NPD642 Clinical (unspecified phase)
0.6987 Remote Similarity NPD6355 Discontinued
0.6981 Remote Similarity NPD2344 Approved
0.6962 Remote Similarity NPD7033 Discontinued
0.6959 Remote Similarity NPD17 Approved
0.6937 Remote Similarity NPD1549 Phase 2
0.6933 Remote Similarity NPD3972 Approved
0.6933 Remote Similarity NPD6799 Approved
0.6933 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1551 Phase 2
0.6903 Remote Similarity NPD3268 Approved
0.6903 Remote Similarity NPD2313 Discontinued
0.6903 Remote Similarity NPD3764 Approved
0.6901 Remote Similarity NPD919 Approved
0.6894 Remote Similarity NPD1243 Approved
0.689 Remote Similarity NPD2533 Approved
0.689 Remote Similarity NPD2534 Approved
0.689 Remote Similarity NPD2532 Approved
0.689 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6888 Remote Similarity NPD8404 Phase 2
0.6886 Remote Similarity NPD7028 Phase 2
0.6882 Remote Similarity NPD7768 Phase 2
0.6879 Remote Similarity NPD5735 Approved
0.6875 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6864 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6863 Remote Similarity NPD6007 Clinical (unspecified phase)
0.686 Remote Similarity NPD5494 Approved
0.6859 Remote Similarity NPD6663 Approved
0.6852 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6852 Remote Similarity NPD4110 Phase 3
0.6852 Remote Similarity NPD8166 Discontinued
0.6846 Remote Similarity NPD1778 Approved
0.6842 Remote Similarity NPD1876 Approved
0.6839 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6832 Remote Similarity NPD970 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6818 Remote Similarity NPD7177 Discontinued
0.681 Remote Similarity NPD2309 Approved
0.68 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6797 Remote Similarity NPD2797 Approved
0.679 Remote Similarity NPD2800 Approved
0.6786 Remote Similarity NPD4380 Phase 2
0.6784 Remote Similarity NPD4967 Phase 2
0.6784 Remote Similarity NPD4965 Approved
0.6784 Remote Similarity NPD7057 Phase 3
0.6784 Remote Similarity NPD7058 Phase 2
0.6784 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6784 Remote Similarity NPD4966 Approved
0.6782 Remote Similarity NPD7229 Phase 3
0.6778 Remote Similarity NPD8313 Approved
0.6778 Remote Similarity NPD8312 Approved
0.6774 Remote Similarity NPD6832 Phase 2
0.6761 Remote Similarity NPD7473 Discontinued
0.6753 Remote Similarity NPD2798 Approved
0.675 Remote Similarity NPD4308 Phase 3
0.675 Remote Similarity NPD1510 Phase 2
0.6744 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6733 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6732 Remote Similarity NPD1283 Approved
0.6731 Remote Similarity NPD5952 Clinical (unspecified phase)
0.673 Remote Similarity NPD6353 Approved
0.6725 Remote Similarity NPD3817 Phase 2
0.6724 Remote Similarity NPD6959 Discontinued
0.6723 Remote Similarity NPD3818 Discontinued
0.672 Remote Similarity NPD4107 Approved
0.6711 Remote Similarity NPD9545 Approved
0.671 Remote Similarity NPD5736 Approved
0.6708 Remote Similarity NPD2935 Discontinued
0.6707 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6707 Remote Similarity NPD5403 Approved
0.6706 Remote Similarity NPD37 Approved
0.6706 Remote Similarity NPD1934 Approved
0.6702 Remote Similarity NPD7497 Discontinued
0.6688 Remote Similarity NPD3266 Approved
0.6688 Remote Similarity NPD3267 Approved
0.6688 Remote Similarity NPD6798 Discontinued
0.6687 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6687 Remote Similarity NPD5401 Approved
0.6686 Remote Similarity NPD3882 Suspended
0.6667 Remote Similarity NPD5327 Phase 3
0.6667 Remote Similarity NPD7685 Pre-registration
0.6649 Remote Similarity NPD3057 Approved
0.6645 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6628 Remote Similarity NPD5402 Approved
0.6625 Remote Similarity NPD1607 Approved
0.6624 Remote Similarity NPD7095 Approved
0.6613 Remote Similarity NPD7879 Clinical (unspecified phase)
0.661 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6234 Discontinued
0.6606 Remote Similarity NPD3887 Approved
0.6605 Remote Similarity NPD4477 Approved
0.6605 Remote Similarity NPD4476 Approved
0.6604 Remote Similarity NPD4307 Phase 2
0.6604 Remote Similarity NPD2979 Phase 3
0.6604 Remote Similarity NPD1240 Approved
0.6599 Remote Similarity NPD1241 Discontinued
0.6597 Remote Similarity NPD4482 Phase 3
0.6595 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6592 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6808 Phase 2
0.6591 Remote Similarity NPD7315 Approved
0.6591 Remote Similarity NPD6232 Discontinued
0.6582 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6582 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7457 Clinical (unspecified phase)
0.657 Remote Similarity NPD8455 Phase 2
0.6562 Remote Similarity NPD2972 Approved
0.6562 Remote Similarity NPD3533 Approved
0.6556 Remote Similarity NPD5585 Approved
0.6556 Remote Similarity NPD7074 Phase 3
0.6545 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5647 Approved
0.6536 Remote Similarity NPD1281 Approved
0.6536 Remote Similarity NPD7228 Approved
0.6534 Remote Similarity NPD1247 Approved
0.6522 Remote Similarity NPD6653 Approved
0.6522 Remote Similarity NPD6651 Approved
0.6519 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6166 Phase 2
0.6517 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6516 Remote Similarity NPD8651 Approved
0.6513 Remote Similarity NPD2932 Approved
0.6506 Remote Similarity NPD2354 Approved
0.6503 Remote Similarity NPD2438 Suspended
0.65 Remote Similarity NPD4060 Phase 1
0.65 Remote Similarity NPD7054 Approved
0.6497 Remote Similarity NPD2861 Phase 2
0.6494 Remote Similarity NPD9717 Approved
0.6486 Remote Similarity NPD8150 Discontinued
0.6481 Remote Similarity NPD7097 Phase 1
0.6477 Remote Similarity NPD2491 Approved
0.6474 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6474 Remote Similarity NPD1203 Approved
0.6474 Remote Similarity NPD2801 Approved
0.6474 Remote Similarity NPD6362 Approved
0.6467 Remote Similarity NPD7440 Discontinued
0.6467 Remote Similarity NPD8407 Phase 2
0.6464 Remote Similarity NPD7472 Approved
0.6461 Remote Similarity NPD3926 Phase 2
0.646 Remote Similarity NPD1899 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   73356512
ChEMBL   CHEMBL2386305
ZINC  

Physicochemical Properties

Molecular Weight:  452.26
ALogP:  1.4848
MLogP:  3.99
XLogP:  3.06
# Rotatable Bonds:  10
Polar Surface Area:  76.74
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  33

Download Data

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Biological Activities  
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