Natural Product: NPC41182

Natural Product ID:  NPC41182
Common Name:   Scalarafuran
IUPAC Name:   [(4S,5aS,5bR,7aS,11aS,11bR,13R,13aS)-13-hydroxy-5b,8,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydrophenanthro[2,1-e][2]benzofuran-4-yl] acetate
Synonyms:   Scalarafuran
Molecular Formula:   C27H40O4
Standard InCHIKey:  JRKYCNUZXAQLDW-PVRRMCBNSA-N
Standard InCHI:  InChI=1S/C27H40O4/c1-16(28)31-19-12-22-26(5)11-8-20-24(2,3)9-7-10-25(20,4)21(26)13-23(29)27(22,6)18-15-30-14-17(18)19/h14-15,19-23,29H,7-13H2,1-6H3/t19-,20-,21+,22-,23+,25-,26+,27+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2[C@]3(C)CC[C@@H]4[C@]([C@H]3C[C@H]([C@@]2(c2c1coc2)C)O)(C)CCCC4(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
NPO670 Hyrtios gumminae Species Thorectidae Eukaryota Thailand PMID[19788270]
NPO4034 Albizia adinocephala Species Fabaceae Eukaryota UNPD*
NPO5186 Pimpinella aurea Species Apiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 49000 nM 19788270
NPT91 Cell Line KB Homo sapiens IC50 = 58000 nM 19788270
NPT165 Cell Line HeLa Homo sapiens IC50 = 63000 nM 19788270
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 14000 nM 19788270
NPT396 Cell Line T47D Homo sapiens IC50 = 28000 nM 19788270
NPT1396 Cell Line NCI-H69 Homo sapiens IC50 = 51000 nM 19788270

  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 NPC41182 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
0.9638 High Similarity NPC62103
0.9638 High Similarity NPC20578
0.9416 High Similarity NPC4764
0.9416 High Similarity NPC310043
0.9343 High Similarity NPC214572
0.9247 High Similarity NPC469503
0.9195 High Similarity NPC474611
0.9184 High Similarity NPC178932
0.9155 High Similarity NPC103134
0.9122 High Similarity NPC469336
0.9122 High Similarity NPC35000
0.9054 High Similarity NPC30222
0.9054 High Similarity NPC282445
0.9041 High Similarity NPC195325
0.9041 High Similarity NPC472654
0.9007 High Similarity NPC335761
0.8958 High Similarity NPC476944
0.8921 High Similarity NPC471998
0.8912 High Similarity NPC211625
0.8889 High Similarity NPC302369
0.8889 High Similarity NPC39986
0.8889 High Similarity NPC134254
0.8874 High Similarity NPC472772
0.8874 High Similarity NPC249021
0.8859 High Similarity NPC475777
0.8851 High Similarity NPC196864
0.8851 High Similarity NPC469335
0.8851 High Similarity NPC476122
0.8851 High Similarity NPC477404
0.8851 High Similarity NPC159927
0.8832 High Similarity NPC120836
0.8832 High Similarity NPC223063
0.8832 High Similarity NPC198904
0.8824 High Similarity NPC69028
0.8824 High Similarity NPC200782
0.8824 High Similarity NPC5079
0.8819 High Similarity NPC121158
0.8816 High Similarity NPC307383
0.88 High Similarity NPC114880
0.88 High Similarity NPC57998
0.8776 High Similarity NPC216755
0.8776 High Similarity NPC250228
0.8766 High Similarity NPC477405
0.8766 High Similarity NPC51568
0.8766 High Similarity NPC234660
0.8759 High Similarity NPC64568
0.8742 High Similarity NPC75310
0.8733 High Similarity NPC75906
0.8733 High Similarity NPC476201
0.8718 High Similarity NPC472282
0.871 High Similarity NPC276551
0.8707 High Similarity NPC62799
0.8701 High Similarity NPC263432
0.8701 High Similarity NPC211777
0.8701 High Similarity NPC472771
0.8701 High Similarity NPC207978
0.8701 High Similarity NPC82851
0.8699 High Similarity NPC251865
0.8693 High Similarity NPC475967
0.8684 High Similarity NPC107646
0.8681 High Similarity NPC67003
0.8671 High Similarity NPC471996
0.8662 High Similarity NPC296558
0.8662 High Similarity NPC271235
0.8658 High Similarity NPC69647
0.8658 High Similarity NPC125182
0.8654 High Similarity NPC97574
0.8654 High Similarity NPC470875
0.8654 High Similarity NPC93172
0.8649 High Similarity NPC470941
0.8649 High Similarity NPC471174
0.8649 High Similarity NPC221809
0.8649 High Similarity NPC255414
0.8645 High Similarity NPC198047
0.8645 High Similarity NPC292389
0.8645 High Similarity NPC472773
0.8645 High Similarity NPC469338
0.8636 High Similarity NPC472653
0.863 High Similarity NPC205071
0.8627 High Similarity NPC472776
0.8627 High Similarity NPC299038
0.8627 High Similarity NPC472778
0.8627 High Similarity NPC45101
0.8627 High Similarity NPC472777
0.8618 High Similarity NPC469850
0.8618 High Similarity NPC476262
0.8618 High Similarity NPC214541
0.8618 High Similarity NPC44675
0.8618 High Similarity NPC264943
0.86 High Similarity NPC212257
0.8591 High Similarity NPC19747
0.859 High Similarity NPC476857
0.859 High Similarity NPC470182
0.859 High Similarity NPC469849
0.859 High Similarity NPC476856
0.859 High Similarity NPC470940
0.859 High Similarity NPC476858
0.8581 High Similarity NPC346
0.8581 High Similarity NPC329938
0.8581 High Similarity NPC188649
0.8581 High Similarity NPC97904
0.8571 High Similarity NPC475226
0.8562 High Similarity NPC209364
0.8562 High Similarity NPC41880
0.8544 High Similarity NPC160651
0.8544 High Similarity NPC471397
0.8543 High Similarity NPC18135
0.8542 High Similarity NPC476943
0.854 High Similarity NPC303010
0.854 High Similarity NPC230979
0.8526 High Similarity NPC288602
0.8526 High Similarity NPC419
0.8526 High Similarity NPC663
0.8526 High Similarity NPC224394
0.8526 High Similarity NPC88841
0.8516 High Similarity NPC477402
0.8516 High Similarity NPC25255
0.8516 High Similarity NPC475381
0.8514 High Similarity NPC5676
0.8511 High Similarity NPC471995
0.8506 High Similarity NPC194499
0.8506 High Similarity NPC286722
0.8506 High Similarity NPC304692
0.8506 High Similarity NPC472283
0.8506 High Similarity NPC261597
0.8503 High Similarity NPC476946
0.8503 High Similarity NPC243577
0.8503 High Similarity NPC223415
0.8497 Intermediate Similarity NPC92979
0.8491 Intermediate Similarity NPC82602
0.8487 Intermediate Similarity NPC476940
0.8487 Intermediate Similarity NPC294511
0.8487 Intermediate Similarity NPC121615
0.8487 Intermediate Similarity NPC476939
0.8487 Intermediate Similarity NPC472672
0.8481 Intermediate Similarity NPC472774
0.8481 Intermediate Similarity NPC173516
0.8481 Intermediate Similarity NPC476853
0.8481 Intermediate Similarity NPC472651
0.8481 Intermediate Similarity NPC472775
0.8481 Intermediate Similarity NPC100333
0.8481 Intermediate Similarity NPC476861
0.8481 Intermediate Similarity NPC476850
0.8477 Intermediate Similarity NPC470997
0.8477 Intermediate Similarity NPC156189
0.8472 Intermediate Similarity NPC310830
0.8471 Intermediate Similarity NPC123088
0.8471 Intermediate Similarity NPC271657
0.8467 Intermediate Similarity NPC83115
0.8467 Intermediate Similarity NPC130275
0.8462 Intermediate Similarity NPC470939
0.8462 Intermediate Similarity NPC193798
0.8462 Intermediate Similarity NPC18347
0.8462 Intermediate Similarity NPC149896
0.8462 Intermediate Similarity NPC290400
0.8462 Intermediate Similarity NPC96443
0.8462 Intermediate Similarity NPC470792
0.8462 Intermediate Similarity NPC18986
0.8462 Intermediate Similarity NPC79571
0.8462 Intermediate Similarity NPC117986
0.8452 Intermediate Similarity NPC140952
0.8452 Intermediate Similarity NPC475295
0.8452 Intermediate Similarity NPC477403
0.8452 Intermediate Similarity NPC473473
0.8452 Intermediate Similarity NPC262872
0.8446 Intermediate Similarity NPC142113
0.8442 Intermediate Similarity NPC104736
0.8442 Intermediate Similarity NPC126723
0.8431 Intermediate Similarity NPC253201
0.8431 Intermediate Similarity NPC34421
0.8431 Intermediate Similarity NPC237259
0.8431 Intermediate Similarity NPC302054
0.8431 Intermediate Similarity NPC98206
0.8428 Intermediate Similarity NPC472652
0.8418 Intermediate Similarity NPC472141
0.8418 Intermediate Similarity NPC23387
0.8418 Intermediate Similarity NPC121995
0.8411 Intermediate Similarity NPC470791
0.8411 Intermediate Similarity NPC470790
0.8408 Intermediate Similarity NPC476197
0.8408 Intermediate Similarity NPC469846
0.8408 Intermediate Similarity NPC165218
0.8403 Intermediate Similarity NPC46896
0.8397 Intermediate Similarity NPC8389
0.8397 Intermediate Similarity NPC287559
0.8397 Intermediate Similarity NPC470789
0.8394 Intermediate Similarity NPC272899
0.8387 Intermediate Similarity NPC81405
0.8387 Intermediate Similarity NPC195954
0.8387 Intermediate Similarity NPC7059
0.8387 Intermediate Similarity NPC167142
0.8387 Intermediate Similarity NPC36655
0.8387 Intermediate Similarity NPC88007
0.8387 Intermediate Similarity NPC187149
0.8378 Intermediate Similarity NPC267632
0.8378 Intermediate Similarity NPC470741
0.8377 Intermediate Similarity NPC141538
0.8377 Intermediate Similarity NPC281258
0.8377 Intermediate Similarity NPC296807
0.8377 Intermediate Similarity NPC472785

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC41182 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
0.8742 High Similarity NPD5760 Phase 2
0.8742 High Similarity NPD5761 Phase 2
0.7826 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD8434 Phase 2
0.7516 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2532 Approved
0.7516 Intermediate Similarity NPD2534 Approved
0.7516 Intermediate Similarity NPD2533 Approved
0.7468 Intermediate Similarity NPD6273 Approved
0.7372 Intermediate Similarity NPD4628 Phase 3
0.7362 Intermediate Similarity NPD7819 Suspended
0.7326 Intermediate Similarity NPD6764 Approved
0.7326 Intermediate Similarity NPD6765 Approved
0.729 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3749 Approved
0.7212 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD920 Approved
0.7202 Intermediate Similarity NPD6959 Discontinued
0.7202 Intermediate Similarity NPD8127 Discontinued
0.7197 Intermediate Similarity NPD2800 Approved
0.7169 Intermediate Similarity NPD7768 Phase 2
0.7159 Intermediate Similarity NPD6784 Approved
0.7159 Intermediate Similarity NPD6785 Approved
0.7152 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD5844 Phase 1
0.7134 Intermediate Similarity NPD7411 Suspended
0.7126 Intermediate Similarity NPD6559 Discontinued
0.7117 Intermediate Similarity NPD3226 Approved
0.7117 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6599 Discontinued
0.707 Intermediate Similarity NPD2346 Discontinued
0.7066 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7236 Approved
0.7045 Intermediate Similarity NPD8312 Approved
0.7045 Intermediate Similarity NPD8313 Approved
0.7044 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5494 Approved
0.7035 Intermediate Similarity NPD7473 Discontinued
0.7025 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7075 Discontinued
0.7012 Intermediate Similarity NPD7458 Discontinued
0.6988 Remote Similarity NPD37 Approved
0.6977 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6975 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6964 Remote Similarity NPD4965 Approved
0.6964 Remote Similarity NPD4967 Phase 2
0.6964 Remote Similarity NPD4966 Approved
0.6961 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7229 Phase 3
0.6959 Remote Similarity NPD5710 Approved
0.6959 Remote Similarity NPD6232 Discontinued
0.6959 Remote Similarity NPD5711 Approved
0.6957 Remote Similarity NPD643 Clinical (unspecified phase)
0.6946 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6943 Remote Similarity NPD2799 Discontinued
0.6943 Remote Similarity NPD7033 Discontinued
0.6937 Remote Similarity NPD7003 Approved
0.6899 Remote Similarity NPD2796 Approved
0.6899 Remote Similarity NPD6099 Approved
0.6899 Remote Similarity NPD6100 Approved
0.6899 Remote Similarity NPD1551 Phase 2
0.6886 Remote Similarity NPD6801 Discontinued
0.6883 Remote Similarity NPD2313 Discontinued
0.6883 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1243 Approved
0.6871 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4380 Phase 2
0.6855 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6005 Phase 3
0.6855 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6004 Phase 3
0.6855 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6855 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6855 Remote Similarity NPD1471 Phase 3
0.6855 Remote Similarity NPD6002 Phase 3
0.6848 Remote Similarity NPD7239 Suspended
0.6832 Remote Similarity NPD3750 Approved
0.6824 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6651 Approved
0.6813 Remote Similarity NPD1549 Phase 2
0.681 Remote Similarity NPD6799 Approved
0.6805 Remote Similarity NPD5402 Approved
0.6805 Remote Similarity NPD3817 Phase 2
0.68 Remote Similarity NPD7228 Approved
0.68 Remote Similarity NPD7893 Clinical (unspecified phase)
0.68 Remote Similarity NPD3818 Discontinued
0.68 Remote Similarity NPD7799 Discontinued
0.68 Remote Similarity NPD1608 Approved
0.6795 Remote Similarity NPD4140 Approved
0.6792 Remote Similarity NPD2935 Discontinued
0.6786 Remote Similarity NPD1934 Approved
0.6786 Remote Similarity NPD8404 Phase 2
0.6784 Remote Similarity NPD919 Approved
0.6784 Remote Similarity NPD6234 Discontinued
0.6782 Remote Similarity NPD6166 Phase 2
0.6782 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6167 Clinical (unspecified phase)
0.678 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6778 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6761 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6753 Remote Similarity NPD6832 Phase 2
0.675 Remote Similarity NPD2344 Approved
0.6746 Remote Similarity NPD8455 Phase 2
0.6731 Remote Similarity NPD8032 Phase 2
0.673 Remote Similarity NPD3748 Approved
0.6723 Remote Similarity NPD7074 Phase 3
0.6705 Remote Similarity NPD7177 Discontinued
0.6705 Remote Similarity NPD7199 Phase 2
0.6687 Remote Similarity NPD5403 Approved
0.6667 Remote Similarity NPD7054 Approved
0.6667 Remote Similarity NPD3764 Approved
0.6667 Remote Similarity NPD3882 Suspended
0.6667 Remote Similarity NPD3787 Discontinued
0.6667 Remote Similarity NPD2797 Approved
0.6667 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7097 Phase 1
0.6667 Remote Similarity NPD3268 Approved
0.6667 Remote Similarity NPD5401 Approved
0.6648 Remote Similarity NPD8150 Discontinued
0.6648 Remote Similarity NPD7240 Approved
0.6647 Remote Similarity NPD2801 Approved
0.6646 Remote Similarity NPD6355 Discontinued
0.6646 Remote Similarity NPD5124 Phase 1
0.6646 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6629 Remote Similarity NPD7472 Approved
0.6625 Remote Similarity NPD1510 Phase 2
0.6611 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6609 Remote Similarity NPD1247 Approved
0.6606 Remote Similarity NPD6143 Clinical (unspecified phase)
0.66 Remote Similarity NPD17 Approved
0.6597 Remote Similarity NPD7435 Discontinued
0.6585 Remote Similarity NPD2309 Approved
0.6584 Remote Similarity NPD5408 Approved
0.6584 Remote Similarity NPD5404 Approved
0.6584 Remote Similarity NPD5406 Approved
0.6584 Remote Similarity NPD5405 Approved
0.6566 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6556 Remote Similarity NPD7251 Discontinued
0.655 Remote Similarity NPD1465 Phase 2
0.6543 Remote Similarity NPD5762 Approved
0.6543 Remote Similarity NPD5763 Approved
0.6541 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6534 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6529 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6524 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6524 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6524 Remote Similarity NPD4110 Phase 3
0.6524 Remote Similarity NPD8166 Discontinued
0.6522 Remote Similarity NPD4308 Phase 3
0.6519 Remote Similarity NPD7808 Phase 3
0.6519 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6517 Remote Similarity NPD3751 Discontinued
0.6516 Remote Similarity NPD6007 Clinical (unspecified phase)
0.651 Remote Similarity NPD7497 Discontinued
0.6506 Remote Similarity NPD1511 Approved
0.65 Remote Similarity NPD6797 Phase 2
0.65 Remote Similarity NPD1607 Approved
0.6497 Remote Similarity NPD5952 Clinical (unspecified phase)
0.649 Remote Similarity NPD1778 Approved
0.6488 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4287 Approved
0.648 Remote Similarity NPD7286 Phase 2
0.6478 Remote Similarity NPD1240 Approved
0.6477 Remote Similarity NPD6808 Phase 2
0.6474 Remote Similarity NPD7057 Phase 3
0.6474 Remote Similarity NPD7058 Phase 2
0.6471 Remote Similarity NPD9717 Approved
0.6464 Remote Similarity NPD7685 Pre-registration
0.6463 Remote Similarity NPD6674 Discontinued
0.6456 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6456 Remote Similarity NPD6798 Discontinued
0.6452 Remote Similarity NPD1203 Approved
0.6452 Remote Similarity NPD3267 Approved
0.6452 Remote Similarity NPD3266 Approved
0.6448 Remote Similarity NPD8407 Phase 2
0.6447 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6447 Remote Similarity NPD7783 Phase 2
0.6441 Remote Similarity NPD3926 Phase 2
0.644 Remote Similarity NPD6776 Approved
0.644 Remote Similarity NPD6780 Approved
0.644 Remote Similarity NPD6781 Approved
0.644 Remote Similarity NPD6778 Approved
0.644 Remote Similarity NPD6779 Approved
0.644 Remote Similarity NPD6777 Approved
0.644 Remote Similarity NPD6782 Approved
0.6438 Remote Similarity NPD447 Suspended
0.6438 Remote Similarity NPD5735 Approved
0.6433 Remote Similarity NPD6677 Suspended
0.6429 Remote Similarity NPD8151 Discontinued
0.6429 Remote Similarity NPD1512 Approved
0.6425 Remote Similarity NPD7697 Approved
0.6425 Remote Similarity NPD7696 Phase 3
0.6425 Remote Similarity NPD7698 Approved
0.6416 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6663 Approved
0.6415 Remote Similarity NPD6233 Phase 2
0.641 Remote Similarity NPD2798 Approved

Structure

External Identifiers

PubChem CID   46882346
ChEMBL   CHEMBL1078681
ZINC  

Physicochemical Properties

Molecular Weight:  428.29
ALogP:  1.2077
MLogP:  3.99
XLogP:  7.828
# Rotatable Bonds:  9
Polar Surface Area:  59.67
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  31

Download Data

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Biological Activities  
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