Natural Product: NPC474327

Natural Product ID:  NPC474327
Common Name:   Dubione B
IUPAC Name:   (6S)-3-[(5R,9R,10R,13S,14S,16S,17S)-16-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-6-prop-1-en-2-yloxan-2-one
Synonyms:  
Molecular Formula:   C30H44O4
Standard InCHIKey:  YCJCYIJUVKYWES-BFEFRAHYSA-N
Standard InCHI:  InChI=1S/C30H44O4/c1-17(2)22-10-8-18(26(33)34-22)25-21(31)16-30(7)20-9-11-23-27(3,4)24(32)13-14-28(23,5)19(20)12-15-29(25,30)6/h9,18-19,21-23,25,31H,1,8,10-16H2,2-7H3/t18?,19-,21-,22-,23-,25+,28+,29-,30+/m0/s1
Canonical SMILES:  CC(=C)[C@@H]1CCC(C(=O)O1)[C@@H]1[C@@H](O)C[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)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
NPO18596 Melia dubia Species Meliaceae Eukaryota PMID[12502333]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 20.5 ug/ml 22182928

  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 NPC474327 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
0.914 High Similarity NPC154101
0.9072 High Similarity NPC218383
0.9053 High Similarity NPC469599
0.8889 High Similarity NPC185530
0.8866 High Similarity NPC107243
0.8866 High Similarity NPC475894
0.8866 High Similarity NPC57416
0.88 High Similarity NPC26478
0.88 High Similarity NPC140723
0.8776 High Similarity NPC176845
0.8725 High Similarity NPC144459
0.8723 High Similarity NPC54689
0.87 High Similarity NPC473928
0.8646 High Similarity NPC470375
0.8646 High Similarity NPC152897
0.8646 High Similarity NPC243866
0.8646 High Similarity NPC66429
0.8646 High Similarity NPC470376
0.8627 High Similarity NPC60681
0.8627 High Similarity NPC231530
0.8627 High Similarity NPC278628
0.8617 High Similarity NPC294480
0.8614 High Similarity NPC236390
0.8586 High Similarity NPC271387
0.8586 High Similarity NPC153792
0.8571 High Similarity NPC155676
0.8529 High Similarity NPC149124
0.8529 High Similarity NPC75531
0.8529 High Similarity NPC235889
0.8526 High Similarity NPC477943
0.8515 High Similarity NPC195290
0.8515 High Similarity NPC136289
0.8515 High Similarity NPC204450
0.8511 High Similarity NPC312215
0.8511 High Similarity NPC317590
0.85 High Similarity NPC83709
0.85 High Similarity NPC476274
0.8495 Intermediate Similarity NPC474218
0.8491 Intermediate Similarity NPC100267
0.8491 Intermediate Similarity NPC475524
0.8469 Intermediate Similarity NPC263347
0.8469 Intermediate Similarity NPC20546
0.8469 Intermediate Similarity NPC69548
0.8469 Intermediate Similarity NPC184848
0.8462 Intermediate Similarity NPC94529
0.8462 Intermediate Similarity NPC177064
0.8454 Intermediate Similarity NPC206810
0.8447 Intermediate Similarity NPC196528
0.8447 Intermediate Similarity NPC181265
0.8421 Intermediate Similarity NPC28227
0.8421 Intermediate Similarity NPC183546
0.8416 Intermediate Similarity NPC224720
0.8416 Intermediate Similarity NPC81530
0.8416 Intermediate Similarity NPC476240
0.8416 Intermediate Similarity NPC476223
0.8404 Intermediate Similarity NPC212843
0.8404 Intermediate Similarity NPC472505
0.8404 Intermediate Similarity NPC469994
0.84 Intermediate Similarity NPC197386
0.84 Intermediate Similarity NPC477813
0.8387 Intermediate Similarity NPC82902
0.8384 Intermediate Similarity NPC322063
0.8384 Intermediate Similarity NPC42042
0.8381 Intermediate Similarity NPC258543
0.8381 Intermediate Similarity NPC241927
0.8365 Intermediate Similarity NPC475294
0.8364 Intermediate Similarity NPC475041
0.8351 Intermediate Similarity NPC23434
0.8351 Intermediate Similarity NPC150383
0.8351 Intermediate Similarity NPC218301
0.835 Intermediate Similarity NPC137657
0.835 Intermediate Similarity NPC29705
0.8333 Intermediate Similarity NPC476733
0.8333 Intermediate Similarity NPC471398
0.8333 Intermediate Similarity NPC170615
0.8333 Intermediate Similarity NPC215029
0.8333 Intermediate Similarity NPC474570
0.8333 Intermediate Similarity NPC155479
0.8333 Intermediate Similarity NPC474679
0.8333 Intermediate Similarity NPC56498
0.8333 Intermediate Similarity NPC473647
0.8318 Intermediate Similarity NPC221144
0.8317 Intermediate Similarity NPC205899
0.8316 Intermediate Similarity NPC167877
0.8316 Intermediate Similarity NPC96496
0.8302 Intermediate Similarity NPC197428
0.8302 Intermediate Similarity NPC37116
0.83 Intermediate Similarity NPC190554
0.83 Intermediate Similarity NPC18319
0.83 Intermediate Similarity NPC69385
0.8283 Intermediate Similarity NPC162001
0.8283 Intermediate Similarity NPC45324
0.8283 Intermediate Similarity NPC222845
0.8265 Intermediate Similarity NPC170220
0.8265 Intermediate Similarity NPC470254
0.8265 Intermediate Similarity NPC470224
0.8265 Intermediate Similarity NPC169343
0.8265 Intermediate Similarity NPC141497
0.8265 Intermediate Similarity NPC25750
0.8265 Intermediate Similarity NPC107674
0.8257 Intermediate Similarity NPC148458
0.8252 Intermediate Similarity NPC474775
0.8252 Intermediate Similarity NPC221421
0.8247 Intermediate Similarity NPC320026
0.8247 Intermediate Similarity NPC46281
0.8247 Intermediate Similarity NPC123854
0.8247 Intermediate Similarity NPC20388
0.8247 Intermediate Similarity NPC471896
0.8247 Intermediate Similarity NPC198818
0.8247 Intermediate Similarity NPC171441
0.8241 Intermediate Similarity NPC962
0.8241 Intermediate Similarity NPC250109
0.8235 Intermediate Similarity NPC310981
0.8229 Intermediate Similarity NPC247406
0.8229 Intermediate Similarity NPC48866
0.8224 Intermediate Similarity NPC214797
0.8224 Intermediate Similarity NPC231589
0.8224 Intermediate Similarity NPC118860
0.8218 Intermediate Similarity NPC48647
0.8218 Intermediate Similarity NPC186810
0.8218 Intermediate Similarity NPC10364
0.8218 Intermediate Similarity NPC222011
0.8218 Intermediate Similarity NPC477854
0.8211 Intermediate Similarity NPC155011
0.8211 Intermediate Similarity NPC195640
0.82 Intermediate Similarity NPC328371
0.82 Intermediate Similarity NPC111684
0.82 Intermediate Similarity NPC125622
0.82 Intermediate Similarity NPC173272
0.82 Intermediate Similarity NPC49371
0.82 Intermediate Similarity NPC58052
0.8191 Intermediate Similarity NPC109512
0.8191 Intermediate Similarity NPC165064
0.819 Intermediate Similarity NPC91034
0.819 Intermediate Similarity NPC220974
0.819 Intermediate Similarity NPC44063
0.8182 Intermediate Similarity NPC7165
0.8182 Intermediate Similarity NPC159410
0.8182 Intermediate Similarity NPC184870
0.8182 Intermediate Similarity NPC470959
0.8182 Intermediate Similarity NPC239273
0.8182 Intermediate Similarity NPC476965
0.8182 Intermediate Similarity NPC303863
0.8182 Intermediate Similarity NPC476415
0.8173 Intermediate Similarity NPC472227
0.8173 Intermediate Similarity NPC473175
0.8173 Intermediate Similarity NPC472228
0.8173 Intermediate Similarity NPC255309
0.8165 Intermediate Similarity NPC473898
0.8163 Intermediate Similarity NPC110657
0.8163 Intermediate Similarity NPC107690
0.8163 Intermediate Similarity NPC86266
0.8163 Intermediate Similarity NPC212301
0.8163 Intermediate Similarity NPC297265
0.8163 Intermediate Similarity NPC45269
0.8155 Intermediate Similarity NPC22388
0.8148 Intermediate Similarity NPC71348
0.8148 Intermediate Similarity NPC170487
0.8148 Intermediate Similarity NPC126691
0.8148 Intermediate Similarity NPC476163
0.8144 Intermediate Similarity NPC475921
0.8144 Intermediate Similarity NPC474704
0.8144 Intermediate Similarity NPC2983
0.8142 Intermediate Similarity NPC269642
0.8137 Intermediate Similarity NPC51370
0.8137 Intermediate Similarity NPC15390
0.8137 Intermediate Similarity NPC477521
0.8137 Intermediate Similarity NPC287833
0.8137 Intermediate Similarity NPC167974
0.8131 Intermediate Similarity NPC473627
0.8125 Intermediate Similarity NPC142361
0.8125 Intermediate Similarity NPC474684
0.8119 Intermediate Similarity NPC253826
0.8119 Intermediate Similarity NPC76266
0.8119 Intermediate Similarity NPC121339
0.8113 Intermediate Similarity NPC189075
0.8113 Intermediate Similarity NPC275539
0.8108 Intermediate Similarity NPC311554
0.8108 Intermediate Similarity NPC257457
0.8105 Intermediate Similarity NPC471224
0.8105 Intermediate Similarity NPC323765
0.8105 Intermediate Similarity NPC470223
0.81 Intermediate Similarity NPC174948
0.81 Intermediate Similarity NPC173875
0.81 Intermediate Similarity NPC469995
0.81 Intermediate Similarity NPC318282
0.81 Intermediate Similarity NPC470016
0.81 Intermediate Similarity NPC317586
0.81 Intermediate Similarity NPC48330
0.81 Intermediate Similarity NPC241156
0.81 Intermediate Similarity NPC472932
0.8095 Intermediate Similarity NPC96377
0.8095 Intermediate Similarity NPC28791
0.8095 Intermediate Similarity NPC295366
0.8091 Intermediate Similarity NPC190286
0.8091 Intermediate Similarity NPC49492
0.8091 Intermediate Similarity NPC266728
0.8085 Intermediate Similarity NPC470046
0.8085 Intermediate Similarity NPC170862
0.8085 Intermediate Similarity NPC470047

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474327 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
0.8646 High Similarity NPD6399 Phase 3
0.8447 Intermediate Similarity NPD5739 Approved
0.8447 Intermediate Similarity NPD6402 Approved
0.8447 Intermediate Similarity NPD7128 Approved
0.8447 Intermediate Similarity NPD6675 Approved
0.8381 Intermediate Similarity NPD6373 Approved
0.8381 Intermediate Similarity NPD6372 Approved
0.83 Intermediate Similarity NPD6084 Phase 2
0.83 Intermediate Similarity NPD6083 Phase 2
0.8286 Intermediate Similarity NPD6899 Approved
0.8286 Intermediate Similarity NPD7320 Approved
0.8286 Intermediate Similarity NPD6881 Approved
0.8229 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD6649 Approved
0.8224 Intermediate Similarity NPD6650 Approved
0.8211 Intermediate Similarity NPD5330 Approved
0.8211 Intermediate Similarity NPD7334 Approved
0.8211 Intermediate Similarity NPD7146 Approved
0.8211 Intermediate Similarity NPD6684 Approved
0.8211 Intermediate Similarity NPD7521 Approved
0.8211 Intermediate Similarity NPD6409 Approved
0.819 Intermediate Similarity NPD5697 Approved
0.819 Intermediate Similarity NPD5701 Approved
0.8131 Intermediate Similarity NPD7102 Approved
0.8131 Intermediate Similarity NPD6883 Approved
0.8131 Intermediate Similarity NPD7290 Approved
0.8113 Intermediate Similarity NPD6011 Approved
0.8056 Intermediate Similarity NPD8130 Phase 1
0.8056 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD6617 Approved
0.8056 Intermediate Similarity NPD6869 Approved
0.8056 Intermediate Similarity NPD6847 Approved
0.8041 Intermediate Similarity NPD6903 Approved
0.8039 Intermediate Similarity NPD5696 Approved
0.8037 Intermediate Similarity NPD6014 Approved
0.8037 Intermediate Similarity NPD6013 Approved
0.8037 Intermediate Similarity NPD6012 Approved
0.8 Intermediate Similarity NPD3665 Phase 1
0.8 Intermediate Similarity NPD4786 Approved
0.8 Intermediate Similarity NPD3666 Approved
0.8 Intermediate Similarity NPD3133 Approved
0.7982 Intermediate Similarity NPD8297 Approved
0.7982 Intermediate Similarity NPD6882 Approved
0.798 Intermediate Similarity NPD5693 Phase 1
0.7959 Intermediate Similarity NPD5328 Approved
0.7941 Intermediate Similarity NPD4755 Approved
0.7921 Intermediate Similarity NPD5695 Phase 3
0.7864 Intermediate Similarity NPD7638 Approved
0.7857 Intermediate Similarity NPD6672 Approved
0.7857 Intermediate Similarity NPD5737 Approved
0.785 Intermediate Similarity NPD6412 Phase 2
0.7835 Intermediate Similarity NPD6098 Approved
0.781 Intermediate Similarity NPD5211 Phase 2
0.78 Intermediate Similarity NPD5281 Approved
0.78 Intermediate Similarity NPD8035 Phase 2
0.78 Intermediate Similarity NPD8034 Phase 2
0.78 Intermediate Similarity NPD6079 Approved
0.78 Intermediate Similarity NPD5284 Approved
0.7789 Intermediate Similarity NPD3667 Approved
0.7788 Intermediate Similarity NPD4700 Approved
0.7788 Intermediate Similarity NPD4696 Approved
0.7788 Intermediate Similarity NPD5285 Approved
0.7788 Intermediate Similarity NPD5286 Approved
0.7788 Intermediate Similarity NPD7640 Approved
0.7788 Intermediate Similarity NPD7639 Approved
0.7778 Intermediate Similarity NPD6080 Approved
0.7778 Intermediate Similarity NPD4753 Phase 2
0.7778 Intermediate Similarity NPD6904 Approved
0.7778 Intermediate Similarity NPD6673 Approved
0.7778 Intermediate Similarity NPD6051 Approved
0.7767 Intermediate Similarity NPD7902 Approved
0.7757 Intermediate Similarity NPD6008 Approved
0.7745 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7723 Intermediate Similarity NPD4202 Approved
0.7714 Intermediate Similarity NPD5223 Approved
0.7699 Intermediate Similarity NPD7115 Discovery
0.767 Intermediate Similarity NPD4697 Phase 3
0.7664 Intermediate Similarity NPD5141 Approved
0.7658 Intermediate Similarity NPD6053 Discontinued
0.7653 Intermediate Similarity NPD3618 Phase 1
0.7647 Intermediate Similarity NPD7748 Approved
0.7642 Intermediate Similarity NPD4633 Approved
0.7642 Intermediate Similarity NPD5226 Approved
0.7642 Intermediate Similarity NPD5224 Approved
0.7642 Intermediate Similarity NPD5225 Approved
0.7632 Intermediate Similarity NPD6335 Approved
0.7627 Intermediate Similarity NPD7507 Approved
0.7624 Intermediate Similarity NPD7515 Phase 2
0.7611 Intermediate Similarity NPD6274 Approved
0.7604 Intermediate Similarity NPD6435 Approved
0.7604 Intermediate Similarity NPD4221 Approved
0.7604 Intermediate Similarity NPD4223 Phase 3
0.7589 Intermediate Similarity NPD4632 Approved
0.7573 Intermediate Similarity NPD5210 Approved
0.7573 Intermediate Similarity NPD4629 Approved
0.757 Intermediate Similarity NPD5174 Approved
0.757 Intermediate Similarity NPD5175 Approved
0.757 Intermediate Similarity NPD4754 Approved
0.7565 Intermediate Similarity NPD7101 Approved
0.7565 Intermediate Similarity NPD7100 Approved
0.7551 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD5329 Approved
0.7544 Intermediate Similarity NPD6317 Approved
0.75 Intermediate Similarity NPD5208 Approved
0.75 Intermediate Similarity NPD5221 Approved
0.75 Intermediate Similarity NPD5222 Approved
0.75 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7478 Intermediate Similarity NPD6314 Approved
0.7478 Intermediate Similarity NPD6313 Approved
0.7476 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD7900 Approved
0.7451 Intermediate Similarity NPD6050 Approved
0.7451 Intermediate Similarity NPD6411 Approved
0.7449 Intermediate Similarity NPD4197 Approved
0.7438 Intermediate Similarity NPD7319 Approved
0.7436 Intermediate Similarity NPD6908 Approved
0.7436 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6909 Approved
0.7431 Intermediate Similarity NPD4768 Approved
0.7431 Intermediate Similarity NPD4767 Approved
0.7429 Intermediate Similarity NPD5173 Approved
0.7396 Intermediate Similarity NPD5368 Approved
0.7391 Intermediate Similarity NPD6009 Approved
0.7374 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD5207 Approved
0.7353 Intermediate Similarity NPD5692 Phase 3
0.7353 Intermediate Similarity NPD5785 Approved
0.735 Intermediate Similarity NPD6319 Approved
0.7347 Intermediate Similarity NPD4788 Approved
0.7311 Intermediate Similarity NPD7604 Phase 2
0.7308 Intermediate Similarity NPD6001 Approved
0.7304 Intermediate Similarity NPD6868 Approved
0.73 Intermediate Similarity NPD4693 Phase 3
0.73 Intermediate Similarity NPD4690 Approved
0.73 Intermediate Similarity NPD5205 Approved
0.73 Intermediate Similarity NPD4689 Approved
0.73 Intermediate Similarity NPD5786 Approved
0.73 Intermediate Similarity NPD4688 Approved
0.73 Intermediate Similarity NPD4138 Approved
0.73 Intermediate Similarity NPD5279 Phase 3
0.7297 Intermediate Similarity NPD4729 Approved
0.7297 Intermediate Similarity NPD5128 Approved
0.7297 Intermediate Similarity NPD4730 Approved
0.7297 Intermediate Similarity NPD6686 Approved
0.7288 Intermediate Similarity NPD5983 Phase 2
0.7282 Intermediate Similarity NPD5694 Approved
0.7273 Intermediate Similarity NPD3668 Phase 3
0.7255 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD6101 Approved
0.725 Intermediate Similarity NPD7492 Approved
0.7245 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD3702 Approved
0.7228 Intermediate Similarity NPD3573 Approved
0.7213 Intermediate Similarity NPD7736 Approved
0.7203 Intermediate Similarity NPD6059 Approved
0.7203 Intermediate Similarity NPD6054 Approved
0.719 Intermediate Similarity NPD6336 Discontinued
0.719 Intermediate Similarity NPD6616 Approved
0.7188 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5362 Discontinued
0.7168 Intermediate Similarity NPD5248 Approved
0.7168 Intermediate Similarity NPD5250 Approved
0.7168 Intermediate Similarity NPD5169 Approved
0.7168 Intermediate Similarity NPD5251 Approved
0.7168 Intermediate Similarity NPD5247 Approved
0.7168 Intermediate Similarity NPD4634 Approved
0.7168 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD5249 Phase 3
0.7168 Intermediate Similarity NPD5135 Approved
0.7158 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD7632 Discontinued
0.7143 Intermediate Similarity NPD5369 Approved
0.7143 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD8293 Discontinued
0.7131 Intermediate Similarity NPD7078 Approved
0.713 Intermediate Similarity NPD8133 Approved
0.7129 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD4694 Approved
0.7129 Intermediate Similarity NPD5690 Phase 2
0.7129 Intermediate Similarity NPD5280 Approved
0.7105 Intermediate Similarity NPD5216 Approved
0.7105 Intermediate Similarity NPD5215 Approved
0.7105 Intermediate Similarity NPD5127 Approved
0.7105 Intermediate Similarity NPD5217 Approved
0.7091 Intermediate Similarity NPD6052 Approved
0.7083 Intermediate Similarity NPD6370 Approved
0.7075 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4270 Approved
0.7071 Intermediate Similarity NPD4269 Approved
0.7053 Intermediate Similarity NPD7339 Approved
0.7053 Intermediate Similarity NPD6942 Approved
0.7041 Intermediate Similarity NPD7525 Registered
0.7034 Intermediate Similarity NPD7327 Approved
0.7034 Intermediate Similarity NPD7328 Approved
0.703 Intermediate Similarity NPD1694 Approved
0.7 Intermediate Similarity NPD7503 Approved
0.7 Intermediate Similarity NPD6016 Approved
0.7 Intermediate Similarity NPD6015 Approved
0.6975 Remote Similarity NPD7516 Approved
0.697 Remote Similarity NPD4139 Approved

Structure

External Identifiers

PubChem CID   44567121
ChEMBL   CHEMBL465316
ZINC  

Physicochemical Properties

Molecular Weight:  468.32
ALogP:  2.3077
MLogP:  4.32
XLogP:  5.431
# Rotatable Bonds:  9
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs