Natural Product: NPC84335

Natural Product ID:  NPC84335
Common Name:   Beta-Nimolactone
IUPAC Name:   [(3bR,4R,5aR,9aR,9bR,11aS)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-4,5,5a,9b,10,11-hexahydronaphtho[2,1-e][1]benzofuran-4-yl] acetate
Synonyms:   Beta-Nimolactone
Molecular Formula:   C23H30O5
Standard InCHIKey:  AJBUFFHLKFFHRG-RPHKCIOSSA-N
Standard InCHI:  InChI=1S/C23H30O5/c1-13(24)27-18-11-15-20(2,3)17(25)8-9-21(15,4)14-7-10-22(5)16(23(14,18)6)12-19(26)28-22/h8-9,12,14-15,18H,7,10-11H2,1-6H3/t14-,15+,18-,21-,22+,23-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)O[C@]1(CC3)C)(C)C=CC(=O)C2(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
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Seeds PMID[21381696]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 20000 nM 21381696
NPT81 Cell Line A549 Homo sapiens IC50 > 20000 nM 21381696
NPT2 Others Unspecified IC50 > 20000 nM 21381696
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 20000 nM 21381696

  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 NPC84335 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
1.0 High Similarity NPC38530
0.898 High Similarity NPC189616
0.8925 High Similarity NPC79117
0.871 High Similarity NPC152467
0.8687 High Similarity NPC254202
0.866 High Similarity NPC176845
0.8632 High Similarity NPC477129
0.8632 High Similarity NPC38830
0.8632 High Similarity NPC477130
0.8602 High Similarity NPC73995
0.8586 High Similarity NPC162973
0.8571 High Similarity NPC471413
0.8571 High Similarity NPC189311
0.8571 High Similarity NPC117685
0.8557 High Similarity NPC292133
0.8557 High Similarity NPC226986
0.8544 High Similarity NPC253906
0.8511 High Similarity NPC8062
0.85 High Similarity NPC132395
0.85 High Similarity NPC471364
0.85 High Similarity NPC471365
0.8495 Intermediate Similarity NPC215831
0.8495 Intermediate Similarity NPC477128
0.8485 Intermediate Similarity NPC310981
0.8485 Intermediate Similarity NPC81530
0.8485 Intermediate Similarity NPC471412
0.8478 Intermediate Similarity NPC220478
0.8476 Intermediate Similarity NPC25909
0.8469 Intermediate Similarity NPC316598
0.8462 Intermediate Similarity NPC30486
0.8438 Intermediate Similarity NPC84893
0.8438 Intermediate Similarity NPC470697
0.8431 Intermediate Similarity NPC475294
0.8421 Intermediate Similarity NPC49420
0.8416 Intermediate Similarity NPC118911
0.8404 Intermediate Similarity NPC284561
0.84 Intermediate Similarity NPC136289
0.8387 Intermediate Similarity NPC30421
0.8384 Intermediate Similarity NPC474012
0.8384 Intermediate Similarity NPC476299
0.837 Intermediate Similarity NPC177932
0.8367 Intermediate Similarity NPC110937
0.8367 Intermediate Similarity NPC121402
0.8367 Intermediate Similarity NPC224356
0.8367 Intermediate Similarity NPC170131
0.8367 Intermediate Similarity NPC2049
0.8367 Intermediate Similarity NPC151681
0.8367 Intermediate Similarity NPC23680
0.8367 Intermediate Similarity NPC175351
0.8367 Intermediate Similarity NPC132753
0.8367 Intermediate Similarity NPC474343
0.8352 Intermediate Similarity NPC193198
0.835 Intermediate Similarity NPC275539
0.835 Intermediate Similarity NPC189075
0.8333 Intermediate Similarity NPC139692
0.83 Intermediate Similarity NPC168319
0.83 Intermediate Similarity NPC194028
0.83 Intermediate Similarity NPC472643
0.8298 Intermediate Similarity NPC226863
0.8286 Intermediate Similarity NPC470960
0.8269 Intermediate Similarity NPC112457
0.8269 Intermediate Similarity NPC469370
0.8265 Intermediate Similarity NPC472363
0.8265 Intermediate Similarity NPC154526
0.8265 Intermediate Similarity NPC29952
0.8265 Intermediate Similarity NPC472362
0.8252 Intermediate Similarity NPC110496
0.8252 Intermediate Similarity NPC180744
0.8247 Intermediate Similarity NPC476415
0.8242 Intermediate Similarity NPC200513
0.8229 Intermediate Similarity NPC472975
0.8218 Intermediate Similarity NPC476081
0.8211 Intermediate Similarity NPC173042
0.8211 Intermediate Similarity NPC5509
0.8211 Intermediate Similarity NPC177141
0.8208 Intermediate Similarity NPC277769
0.8208 Intermediate Similarity NPC269530
0.8208 Intermediate Similarity NPC147180
0.82 Intermediate Similarity NPC472644
0.8182 Intermediate Similarity NPC476768
0.8182 Intermediate Similarity NPC285513
0.8182 Intermediate Similarity NPC253826
0.8182 Intermediate Similarity NPC473456
0.8182 Intermediate Similarity NPC254496
0.8172 Intermediate Similarity NPC110405
0.8172 Intermediate Similarity NPC474013
0.8163 Intermediate Similarity NPC33473
0.8163 Intermediate Similarity NPC127197
0.8163 Intermediate Similarity NPC274417
0.8163 Intermediate Similarity NPC183012
0.8155 Intermediate Similarity NPC469607
0.8155 Intermediate Similarity NPC472645
0.8155 Intermediate Similarity NPC478052
0.8144 Intermediate Similarity NPC475657
0.8137 Intermediate Similarity NPC112009
0.8137 Intermediate Similarity NPC180204
0.8137 Intermediate Similarity NPC264048
0.8125 Intermediate Similarity NPC328141
0.8125 Intermediate Similarity NPC474842
0.8125 Intermediate Similarity NPC469595
0.8125 Intermediate Similarity NPC161638
0.8125 Intermediate Similarity NPC220454
0.8125 Intermediate Similarity NPC475965
0.8125 Intermediate Similarity NPC212679
0.8125 Intermediate Similarity NPC302280
0.8119 Intermediate Similarity NPC476240
0.8119 Intermediate Similarity NPC476223
0.8119 Intermediate Similarity NPC472637
0.8119 Intermediate Similarity NPC224720
0.8105 Intermediate Similarity NPC472302
0.8105 Intermediate Similarity NPC93411
0.81 Intermediate Similarity NPC252295
0.81 Intermediate Similarity NPC114274
0.81 Intermediate Similarity NPC478056
0.81 Intermediate Similarity NPC57079
0.81 Intermediate Similarity NPC108368
0.8095 Intermediate Similarity NPC137911
0.8095 Intermediate Similarity NPC41405
0.8095 Intermediate Similarity NPC228477
0.8081 Intermediate Similarity NPC260796
0.8081 Intermediate Similarity NPC242848
0.8081 Intermediate Similarity NPC134072
0.8081 Intermediate Similarity NPC234993
0.8077 Intermediate Similarity NPC133422
0.8077 Intermediate Similarity NPC44063
0.8073 Intermediate Similarity NPC284068
0.8065 Intermediate Similarity NPC149869
0.8061 Intermediate Similarity NPC269729
0.8058 Intermediate Similarity NPC470297
0.8043 Intermediate Similarity NPC471218
0.8041 Intermediate Similarity NPC473944
0.8041 Intermediate Similarity NPC218301
0.8041 Intermediate Similarity NPC233345
0.8041 Intermediate Similarity NPC186363
0.8041 Intermediate Similarity NPC252433
0.8039 Intermediate Similarity NPC155332
0.8039 Intermediate Similarity NPC32577
0.8039 Intermediate Similarity NPC165250
0.8039 Intermediate Similarity NPC114540
0.8039 Intermediate Similarity NPC295791
0.8037 Intermediate Similarity NPC4573
0.8037 Intermediate Similarity NPC90952
0.8037 Intermediate Similarity NPC475524
0.8037 Intermediate Similarity NPC100267
0.8037 Intermediate Similarity NPC194951
0.8037 Intermediate Similarity NPC264634
0.8037 Intermediate Similarity NPC12046
0.8037 Intermediate Similarity NPC265391
0.8021 Intermediate Similarity NPC285982
0.802 Intermediate Similarity NPC476274
0.802 Intermediate Similarity NPC470761
0.802 Intermediate Similarity NPC201406
0.802 Intermediate Similarity NPC476933
0.802 Intermediate Similarity NPC473219
0.8 Intermediate Similarity NPC477228
0.8 Intermediate Similarity NPC470420
0.8 Intermediate Similarity NPC311554
0.8 Intermediate Similarity NPC10057
0.8 Intermediate Similarity NPC181327
0.8 Intermediate Similarity NPC469844
0.8 Intermediate Similarity NPC257457
0.8 Intermediate Similarity NPC151488
0.7982 Intermediate Similarity NPC190286
0.7982 Intermediate Similarity NPC176840
0.7981 Intermediate Similarity NPC478208
0.7981 Intermediate Similarity NPC266570
0.7981 Intermediate Similarity NPC1679
0.7981 Intermediate Similarity NPC477125
0.798 Intermediate Similarity NPC470978
0.798 Intermediate Similarity NPC470974
0.798 Intermediate Similarity NPC316215
0.798 Intermediate Similarity NPC295347
0.798 Intermediate Similarity NPC209355
0.798 Intermediate Similarity NPC134067
0.7979 Intermediate Similarity NPC65661
0.7965 Intermediate Similarity NPC473979
0.7963 Intermediate Similarity NPC157441
0.7963 Intermediate Similarity NPC122056
0.7961 Intermediate Similarity NPC471208
0.7961 Intermediate Similarity NPC475526
0.7961 Intermediate Similarity NPC470954
0.7961 Intermediate Similarity NPC329345
0.7961 Intermediate Similarity NPC90177
0.7961 Intermediate Similarity NPC120321
0.7961 Intermediate Similarity NPC473283
0.7959 Intermediate Similarity NPC476416
0.7959 Intermediate Similarity NPC477436
0.7959 Intermediate Similarity NPC152778
0.7959 Intermediate Similarity NPC472303
0.7959 Intermediate Similarity NPC477435
0.7959 Intermediate Similarity NPC205034
0.7959 Intermediate Similarity NPC162615
0.7959 Intermediate Similarity NPC474185
0.7957 Intermediate Similarity NPC118423
0.7957 Intermediate Similarity NPC22611
0.7946 Intermediate Similarity NPC204731
0.7944 Intermediate Similarity NPC469655
0.7944 Intermediate Similarity NPC469656
0.7944 Intermediate Similarity NPC474846
0.7941 Intermediate Similarity NPC115862

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84335 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
0.8387 Intermediate Similarity NPD3573 Approved
0.837 Intermediate Similarity NPD1694 Approved
0.8242 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD5697 Approved
0.8 Intermediate Similarity NPD6899 Approved
0.8 Intermediate Similarity NPD6011 Approved
0.8 Intermediate Similarity NPD6881 Approved
0.7981 Intermediate Similarity NPD6008 Approved
0.7925 Intermediate Similarity NPD6014 Approved
0.7925 Intermediate Similarity NPD6013 Approved
0.7925 Intermediate Similarity NPD6012 Approved
0.7879 Intermediate Similarity NPD7900 Approved
0.7879 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.785 Intermediate Similarity NPD7102 Approved
0.785 Intermediate Similarity NPD6883 Approved
0.785 Intermediate Similarity NPD7290 Approved
0.781 Intermediate Similarity NPD5739 Approved
0.781 Intermediate Similarity NPD6675 Approved
0.781 Intermediate Similarity NPD7128 Approved
0.781 Intermediate Similarity NPD6402 Approved
0.7778 Intermediate Similarity NPD6650 Approved
0.7778 Intermediate Similarity NPD8130 Phase 1
0.7778 Intermediate Similarity NPD6869 Approved
0.7778 Intermediate Similarity NPD6617 Approved
0.7778 Intermediate Similarity NPD6847 Approved
0.7778 Intermediate Similarity NPD6649 Approved
0.7748 Intermediate Similarity NPD7115 Discovery
0.7736 Intermediate Similarity NPD5701 Approved
0.7736 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD7521 Approved
0.7708 Intermediate Similarity NPD7334 Approved
0.7708 Intermediate Similarity NPD6409 Approved
0.7708 Intermediate Similarity NPD5330 Approved
0.7708 Intermediate Similarity NPD7146 Approved
0.7708 Intermediate Similarity NPD6684 Approved
0.7706 Intermediate Similarity NPD6882 Approved
0.7706 Intermediate Similarity NPD8297 Approved
0.77 Intermediate Similarity NPD7748 Approved
0.7692 Intermediate Similarity NPD5211 Phase 2
0.7677 Intermediate Similarity NPD6079 Approved
0.7677 Intermediate Similarity NPD5693 Phase 1
0.767 Intermediate Similarity NPD4696 Approved
0.767 Intermediate Similarity NPD5285 Approved
0.767 Intermediate Similarity NPD5286 Approved
0.7664 Intermediate Similarity NPD7320 Approved
0.7647 Intermediate Similarity NPD7902 Approved
0.76 Intermediate Similarity NPD6399 Phase 3
0.7596 Intermediate Similarity NPD5223 Approved
0.7593 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6372 Approved
0.7593 Intermediate Similarity NPD6373 Approved
0.7573 Intermediate Similarity NPD7638 Approved
0.7551 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD6903 Approved
0.7551 Intermediate Similarity NPD6672 Approved
0.7551 Intermediate Similarity NPD5737 Approved
0.7549 Intermediate Similarity NPD5222 Approved
0.7549 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD5221 Approved
0.7547 Intermediate Similarity NPD5141 Approved
0.7524 Intermediate Similarity NPD5224 Approved
0.7524 Intermediate Similarity NPD5225 Approved
0.7524 Intermediate Similarity NPD5226 Approved
0.7524 Intermediate Similarity NPD4633 Approved
0.7523 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD7639 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.7477 Intermediate Similarity NPD4632 Approved
0.7476 Intermediate Similarity NPD4755 Approved
0.7476 Intermediate Similarity NPD5173 Approved
0.7475 Intermediate Similarity NPD5328 Approved
0.7455 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5175 Approved
0.7453 Intermediate Similarity NPD5174 Approved
0.7451 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD6317 Approved
0.7404 Intermediate Similarity NPD4225 Approved
0.7368 Intermediate Similarity NPD6335 Approved
0.7368 Intermediate Similarity NPD6313 Approved
0.7368 Intermediate Similarity NPD6314 Approved
0.7347 Intermediate Similarity NPD3618 Phase 1
0.7345 Intermediate Similarity NPD6274 Approved
0.7333 Intermediate Similarity NPD4700 Approved
0.7304 Intermediate Similarity NPD7101 Approved
0.7304 Intermediate Similarity NPD7100 Approved
0.73 Intermediate Similarity NPD6904 Approved
0.73 Intermediate Similarity NPD6080 Approved
0.73 Intermediate Similarity NPD6673 Approved
0.7281 Intermediate Similarity NPD6009 Approved
0.7255 Intermediate Similarity NPD4202 Approved
0.7241 Intermediate Similarity NPD6319 Approved
0.7212 Intermediate Similarity NPD4697 Phase 3
0.72 Intermediate Similarity NPD5208 Approved
0.7193 Intermediate Similarity NPD6868 Approved
0.7184 Intermediate Similarity NPD6001 Approved
0.7182 Intermediate Similarity NPD6686 Approved
0.7182 Intermediate Similarity NPD4729 Approved
0.7182 Intermediate Similarity NPD4730 Approved
0.7179 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5983 Phase 2
0.7172 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5694 Approved
0.7143 Intermediate Similarity NPD6083 Phase 2
0.7143 Intermediate Similarity NPD6084 Phase 2
0.7143 Intermediate Similarity NPD3668 Phase 3
0.713 Intermediate Similarity NPD4754 Approved
0.7129 Intermediate Similarity NPD6051 Approved
0.7115 Intermediate Similarity NPD5695 Phase 3
0.7115 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD3667 Approved
0.7083 Intermediate Similarity NPD7507 Approved
0.7075 Intermediate Similarity NPD5696 Approved
0.7059 Intermediate Similarity NPD5207 Approved
0.7059 Intermediate Similarity NPD7604 Phase 2
0.7059 Intermediate Similarity NPD5692 Phase 3
0.7054 Intermediate Similarity NPD5249 Phase 3
0.7054 Intermediate Similarity NPD5248 Approved
0.7054 Intermediate Similarity NPD5250 Approved
0.7054 Intermediate Similarity NPD5135 Approved
0.7054 Intermediate Similarity NPD5169 Approved
0.7054 Intermediate Similarity NPD5251 Approved
0.7054 Intermediate Similarity NPD5247 Approved
0.7054 Intermediate Similarity NPD4634 Approved
0.7054 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7632 Discontinued
0.7027 Intermediate Similarity NPD5128 Approved
0.7027 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6098 Approved
0.7 Intermediate Similarity NPD4767 Approved
0.7 Intermediate Similarity NPD7492 Approved
0.7 Intermediate Similarity NPD4519 Discontinued
0.7 Intermediate Similarity NPD4768 Approved
0.7 Intermediate Similarity NPD4623 Approved
0.6991 Remote Similarity NPD5127 Approved
0.6991 Remote Similarity NPD5215 Approved
0.6991 Remote Similarity NPD5216 Approved
0.6991 Remote Similarity NPD5217 Approved
0.699 Remote Similarity NPD6411 Approved
0.699 Remote Similarity NPD5281 Approved
0.699 Remote Similarity NPD5284 Approved
0.699 Remote Similarity NPD6050 Approved
0.697 Remote Similarity NPD3133 Approved
0.697 Remote Similarity NPD3666 Approved
0.697 Remote Similarity NPD4786 Approved
0.697 Remote Similarity NPD3665 Phase 1
0.6949 Remote Similarity NPD6054 Approved
0.6942 Remote Similarity NPD6336 Discontinued
0.6942 Remote Similarity NPD6616 Approved
0.693 Remote Similarity NPD6053 Discontinued
0.6911 Remote Similarity NPD7319 Approved
0.6907 Remote Similarity NPD4695 Discontinued
0.6891 Remote Similarity NPD6015 Approved
0.6891 Remote Similarity NPD6908 Approved
0.6891 Remote Similarity NPD6016 Approved
0.6891 Remote Similarity NPD6909 Approved
0.6887 Remote Similarity NPD7732 Phase 3
0.6885 Remote Similarity NPD7078 Approved
0.6875 Remote Similarity NPD5168 Approved
0.6833 Remote Similarity NPD5988 Approved
0.6833 Remote Similarity NPD6370 Approved
0.6829 Remote Similarity NPD7736 Approved
0.6827 Remote Similarity NPD8034 Phase 2
0.6827 Remote Similarity NPD8035 Phase 2
0.681 Remote Similarity NPD5167 Approved
0.6796 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6796 Remote Similarity NPD6101 Approved
0.6796 Remote Similarity NPD4753 Phase 2
0.6792 Remote Similarity NPD5210 Approved
0.6792 Remote Similarity NPD5654 Approved
0.6792 Remote Similarity NPD4629 Approved
0.6768 Remote Similarity NPD4223 Phase 3
0.6768 Remote Similarity NPD4221 Approved
0.6768 Remote Similarity NPD5209 Approved
0.6762 Remote Similarity NPD5779 Approved
0.6762 Remote Similarity NPD5778 Approved
0.6737 Remote Similarity NPD8039 Approved
0.6731 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD5959 Approved
0.6667 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD4691 Approved
0.6637 Remote Similarity NPD6614 Approved
0.6634 Remote Similarity NPD4197 Approved
0.6632 Remote Similarity NPD4058 Approved
0.6613 Remote Similarity NPD8293 Discontinued
0.6574 Remote Similarity NPD7614 Phase 1
0.6569 Remote Similarity NPD1696 Phase 3
0.6569 Remote Similarity NPD5329 Approved
0.6569 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6559 Remote Similarity NPD4137 Phase 3
0.6545 Remote Similarity NPD6648 Approved
0.6531 Remote Similarity NPD3617 Approved
0.6518 Remote Similarity NPD6052 Approved
0.6505 Remote Similarity NPD4690 Approved
0.6505 Remote Similarity NPD4688 Approved
0.6505 Remote Similarity NPD5279 Phase 3
0.6505 Remote Similarity NPD4689 Approved

Structure

External Identifiers

PubChem CID   52952437
ChEMBL   CHEMBL1774416
ZINC  

Physicochemical Properties

Molecular Weight:  386.21
ALogP:  2.1583
MLogP:  3.44
XLogP:  2.473
# Rotatable Bonds:  8
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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