Natural Product: NPC171441

Natural Product ID:  NPC171441
Common Name:   Toosendanone A
IUPAC Name:   (5R,9R,10R,13S,14S,16S,17S)-16-hydroxy-17-[(1R,2R,3R)-2-hydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Synonyms:   Toosendanone A
Molecular Formula:   C30H48O4
Standard InCHIKey:  BSMCVIBCNBLFGX-HFEIMIOLSA-N
Standard InCHI:  InChI=1S/C30H48O4/c1-26(2)22-11-10-19-18(28(22,5)14-13-23(26)32)12-15-29(6)24(21(31)16-30(19,29)7)17-8-9-20(25(17)33)27(3,4)34/h10,17-18,20-22,24-25,31,33-34H,8-9,11-16H2,1-7H3/t17-,18+,20-,21+,22+,24-,25-,28-,29+,30-/m1/s1
Canonical SMILES:  O[C@H]1C[C@]2([C@@]([C@@H]1[C@H]1CC[C@H]([C@@H]1O)C(O)(C)C)(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
NPO31089 Melia toosendan Species Meliaceae Eukaryota PMID[19341288]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 < 10000 nM DrugMatrix in vitro pharmacology data
NPT139 Cell Line HT-29 Homo sapiens IC50 < 10000 nM DrugMatrix in vitro pharmacology data
NPT116 Cell Line HL-60 Homo sapiens IC50 < 10000 nM DrugMatrix in vitro pharmacology data

  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 NPC171441 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
0.9302 High Similarity NPC470417
0.9286 High Similarity NPC82902
0.9186 High Similarity NPC90652
0.9186 High Similarity NPC317590
0.9176 High Similarity NPC474218
0.9091 High Similarity NPC320026
0.907 High Similarity NPC469994
0.8989 High Similarity NPC154101
0.8977 High Similarity NPC2983
0.8977 High Similarity NPC76879
0.8977 High Similarity NPC326627
0.8977 High Similarity NPC477943
0.8977 High Similarity NPC310010
0.8864 High Similarity NPC328313
0.8837 High Similarity NPC214043
0.8837 High Similarity NPC161423
0.8837 High Similarity NPC227064
0.8837 High Similarity NPC59453
0.8837 High Similarity NPC58841
0.8837 High Similarity NPC221758
0.8837 High Similarity NPC85774
0.8837 High Similarity NPC321187
0.8837 High Similarity NPC329043
0.8804 High Similarity NPC49371
0.8791 High Similarity NPC67831
0.8791 High Similarity NPC111015
0.8791 High Similarity NPC174051
0.8764 High Similarity NPC1015
0.8764 High Similarity NPC54689
0.8764 High Similarity NPC31985
0.8764 High Similarity NPC32830
0.8764 High Similarity NPC474245
0.8736 High Similarity NPC471224
0.871 High Similarity NPC57416
0.871 High Similarity NPC107243
0.871 High Similarity NPC18509
0.8681 High Similarity NPC470375
0.8681 High Similarity NPC66429
0.8681 High Similarity NPC243866
0.8681 High Similarity NPC472942
0.8681 High Similarity NPC470376
0.8681 High Similarity NPC233118
0.8681 High Similarity NPC152897
0.8652 High Similarity NPC44181
0.8636 High Similarity NPC474732
0.8636 High Similarity NPC51014
0.8636 High Similarity NPC474733
0.8636 High Similarity NPC473168
0.8636 High Similarity NPC31564
0.8636 High Similarity NPC80590
0.8636 High Similarity NPC145879
0.8636 High Similarity NPC474778
0.8621 High Similarity NPC473246
0.8605 High Similarity NPC151519
0.8605 High Similarity NPC193347
0.8602 High Similarity NPC155676
0.8571 High Similarity NPC262870
0.8556 High Similarity NPC475921
0.8556 High Similarity NPC476733
0.8556 High Similarity NPC215029
0.8556 High Similarity NPC474704
0.8542 High Similarity NPC473928
0.8539 High Similarity NPC472484
0.8539 High Similarity NPC312215
0.8539 High Similarity NPC58063
0.8539 High Similarity NPC96496
0.8539 High Similarity NPC472481
0.8539 High Similarity NPC475740
0.8539 High Similarity NPC472482
0.8526 High Similarity NPC144956
0.8526 High Similarity NPC154072
0.8526 High Similarity NPC83709
0.8523 High Similarity NPC474083
0.8523 High Similarity NPC469948
0.8511 High Similarity NPC475894
0.8511 High Similarity NPC190554
0.8495 Intermediate Similarity NPC469599
0.8495 Intermediate Similarity NPC472932
0.8495 Intermediate Similarity NPC472485
0.8495 Intermediate Similarity NPC263347
0.8478 Intermediate Similarity NPC474807
0.8478 Intermediate Similarity NPC475255
0.8471 Intermediate Similarity NPC215843
0.8462 Intermediate Similarity NPC69622
0.8454 Intermediate Similarity NPC117185
0.8444 Intermediate Similarity NPC193360
0.8444 Intermediate Similarity NPC183374
0.8444 Intermediate Similarity NPC294480
0.8444 Intermediate Similarity NPC211162
0.8427 Intermediate Similarity NPC155011
0.8427 Intermediate Similarity NPC89077
0.8427 Intermediate Similarity NPC212843
0.8427 Intermediate Similarity NPC327115
0.8427 Intermediate Similarity NPC20688
0.8409 Intermediate Similarity NPC237712
0.8409 Intermediate Similarity NPC144258
0.8391 Intermediate Similarity NPC145143
0.8387 Intermediate Similarity NPC8993
0.8372 Intermediate Similarity NPC472478
0.837 Intermediate Similarity NPC23434
0.837 Intermediate Similarity NPC473998
0.837 Intermediate Similarity NPC150383
0.837 Intermediate Similarity NPC475806
0.8367 Intermediate Similarity NPC149124
0.8367 Intermediate Similarity NPC75531
0.8353 Intermediate Similarity NPC82635
0.8352 Intermediate Similarity NPC155479
0.8352 Intermediate Similarity NPC186688
0.8352 Intermediate Similarity NPC26959
0.8352 Intermediate Similarity NPC473999
0.8352 Intermediate Similarity NPC309603
0.8352 Intermediate Similarity NPC268406
0.8351 Intermediate Similarity NPC87351
0.8351 Intermediate Similarity NPC22388
0.8351 Intermediate Similarity NPC185530
0.8333 Intermediate Similarity NPC142361
0.8333 Intermediate Similarity NPC218383
0.8333 Intermediate Similarity NPC93778
0.8333 Intermediate Similarity NPC167974
0.8333 Intermediate Similarity NPC474720
0.8333 Intermediate Similarity NPC474684
0.8333 Intermediate Similarity NPC15390
0.8315 Intermediate Similarity NPC470574
0.8298 Intermediate Similarity NPC162001
0.8298 Intermediate Similarity NPC45324
0.8298 Intermediate Similarity NPC222845
0.8295 Intermediate Similarity NPC476082
0.8295 Intermediate Similarity NPC278648
0.8295 Intermediate Similarity NPC474748
0.8295 Intermediate Similarity NPC86370
0.828 Intermediate Similarity NPC250575
0.828 Intermediate Similarity NPC206810
0.828 Intermediate Similarity NPC472930
0.8276 Intermediate Similarity NPC147066
0.8265 Intermediate Similarity NPC140723
0.8265 Intermediate Similarity NPC26478
0.8265 Intermediate Similarity NPC191892
0.8265 Intermediate Similarity NPC311612
0.8261 Intermediate Similarity NPC126993
0.8261 Intermediate Similarity NPC46281
0.8261 Intermediate Similarity NPC48010
0.8247 Intermediate Similarity NPC474327
0.8242 Intermediate Similarity NPC328539
0.8242 Intermediate Similarity NPC472483
0.8242 Intermediate Similarity NPC48866
0.8242 Intermediate Similarity NPC471722
0.8242 Intermediate Similarity NPC183546
0.8242 Intermediate Similarity NPC28227
0.8242 Intermediate Similarity NPC247406
0.8242 Intermediate Similarity NPC53911
0.8229 Intermediate Similarity NPC186810
0.8222 Intermediate Similarity NPC222613
0.8222 Intermediate Similarity NPC118648
0.8222 Intermediate Similarity NPC94755
0.8222 Intermediate Similarity NPC475022
0.8222 Intermediate Similarity NPC72133
0.8211 Intermediate Similarity NPC322063
0.8202 Intermediate Similarity NPC472480
0.8202 Intermediate Similarity NPC472265
0.8202 Intermediate Similarity NPC165064
0.82 Intermediate Similarity NPC83744
0.82 Intermediate Similarity NPC144459
0.8191 Intermediate Similarity NPC196485
0.8191 Intermediate Similarity NPC292793
0.8191 Intermediate Similarity NPC473172
0.8191 Intermediate Similarity NPC245972
0.8182 Intermediate Similarity NPC137657
0.8182 Intermediate Similarity NPC1272
0.8182 Intermediate Similarity NPC121566
0.8182 Intermediate Similarity NPC212083
0.8182 Intermediate Similarity NPC470614
0.8182 Intermediate Similarity NPC100955
0.8182 Intermediate Similarity NPC472228
0.8182 Intermediate Similarity NPC472227
0.8172 Intermediate Similarity NPC45269
0.8172 Intermediate Similarity NPC110657
0.8172 Intermediate Similarity NPC212301
0.8172 Intermediate Similarity NPC189520
0.8172 Intermediate Similarity NPC155304
0.8172 Intermediate Similarity NPC168027
0.8172 Intermediate Similarity NPC272746
0.8172 Intermediate Similarity NPC185936
0.8172 Intermediate Similarity NPC86266
0.8163 Intermediate Similarity NPC477915
0.8161 Intermediate Similarity NPC2482
0.8152 Intermediate Similarity NPC275740
0.8152 Intermediate Similarity NPC474570
0.8152 Intermediate Similarity NPC24772
0.8152 Intermediate Similarity NPC472971
0.8152 Intermediate Similarity NPC116146
0.8152 Intermediate Similarity NPC472970
0.8152 Intermediate Similarity NPC86319
0.8144 Intermediate Similarity NPC110149
0.814 Intermediate Similarity NPC477514
0.814 Intermediate Similarity NPC477522
0.8132 Intermediate Similarity NPC167877
0.8132 Intermediate Similarity NPC99909
0.8132 Intermediate Similarity NPC138756
0.8132 Intermediate Similarity NPC159046
0.8132 Intermediate Similarity NPC136948

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171441 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
0.8977 High Similarity NPD4753 Phase 2
0.8837 High Similarity NPD3666 Approved
0.8837 High Similarity NPD3133 Approved
0.8837 High Similarity NPD3665 Phase 1
0.8837 High Similarity NPD4786 Approved
0.871 High Similarity NPD4755 Approved
0.8681 High Similarity NPD4202 Approved
0.8605 High Similarity NPD4223 Phase 3
0.8605 High Similarity NPD4221 Approved
0.8605 High Similarity NPD3667 Approved
0.8526 High Similarity NPD5285 Approved
0.8526 High Similarity NPD4700 Approved
0.8526 High Similarity NPD4696 Approved
0.8526 High Similarity NPD5286 Approved
0.8523 High Similarity NPD5329 Approved
0.8511 High Similarity NPD6084 Phase 2
0.8511 High Similarity NPD6083 Phase 2
0.8495 Intermediate Similarity NPD4629 Approved
0.8495 Intermediate Similarity NPD5210 Approved
0.8485 Intermediate Similarity NPD7320 Approved
0.8409 Intermediate Similarity NPD4197 Approved
0.8352 Intermediate Similarity NPD5328 Approved
0.8351 Intermediate Similarity NPD5211 Phase 2
0.8351 Intermediate Similarity NPD5225 Approved
0.8351 Intermediate Similarity NPD4633 Approved
0.8351 Intermediate Similarity NPD5224 Approved
0.8351 Intermediate Similarity NPD5226 Approved
0.8295 Intermediate Similarity NPD4788 Approved
0.8283 Intermediate Similarity NPD6675 Approved
0.8283 Intermediate Similarity NPD7128 Approved
0.8283 Intermediate Similarity NPD6402 Approved
0.8283 Intermediate Similarity NPD5739 Approved
0.828 Intermediate Similarity NPD6399 Phase 3
0.8265 Intermediate Similarity NPD5175 Approved
0.8265 Intermediate Similarity NPD5174 Approved
0.8247 Intermediate Similarity NPD5223 Approved
0.8242 Intermediate Similarity NPD6903 Approved
0.8222 Intermediate Similarity NPD4690 Approved
0.8222 Intermediate Similarity NPD3618 Phase 1
0.8222 Intermediate Similarity NPD4138 Approved
0.8222 Intermediate Similarity NPD4693 Phase 3
0.8222 Intermediate Similarity NPD4688 Approved
0.8222 Intermediate Similarity NPD4689 Approved
0.8222 Intermediate Similarity NPD5205 Approved
0.8182 Intermediate Similarity NPD5141 Approved
0.8172 Intermediate Similarity NPD6079 Approved
0.8119 Intermediate Similarity NPD6899 Approved
0.8119 Intermediate Similarity NPD6881 Approved
0.8105 Intermediate Similarity NPD5695 Phase 3
0.81 Intermediate Similarity NPD4768 Approved
0.81 Intermediate Similarity NPD4767 Approved
0.8081 Intermediate Similarity NPD4754 Approved
0.8041 Intermediate Similarity NPD5696 Approved
0.8039 Intermediate Similarity NPD6372 Approved
0.8039 Intermediate Similarity NPD6373 Approved
0.8022 Intermediate Similarity NPD4694 Approved
0.8022 Intermediate Similarity NPD6684 Approved
0.8022 Intermediate Similarity NPD5280 Approved
0.8022 Intermediate Similarity NPD7334 Approved
0.8022 Intermediate Similarity NPD5690 Phase 2
0.8022 Intermediate Similarity NPD7146 Approved
0.8022 Intermediate Similarity NPD5279 Phase 3
0.8022 Intermediate Similarity NPD7521 Approved
0.8022 Intermediate Similarity NPD6409 Approved
0.8022 Intermediate Similarity NPD5330 Approved
0.802 Intermediate Similarity NPD5701 Approved
0.802 Intermediate Similarity NPD5697 Approved
0.8 Intermediate Similarity NPD3668 Phase 3
0.7979 Intermediate Similarity NPD5281 Approved
0.7979 Intermediate Similarity NPD5284 Approved
0.7961 Intermediate Similarity NPD7102 Approved
0.7961 Intermediate Similarity NPD6883 Approved
0.7961 Intermediate Similarity NPD7290 Approved
0.7955 Intermediate Similarity NPD7525 Registered
0.7941 Intermediate Similarity NPD4729 Approved
0.7941 Intermediate Similarity NPD5128 Approved
0.7941 Intermediate Similarity NPD4730 Approved
0.7907 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD6869 Approved
0.7885 Intermediate Similarity NPD6649 Approved
0.7885 Intermediate Similarity NPD6847 Approved
0.7885 Intermediate Similarity NPD6650 Approved
0.7885 Intermediate Similarity NPD6617 Approved
0.7885 Intermediate Similarity NPD8130 Phase 1
0.7865 Intermediate Similarity NPD4692 Approved
0.7865 Intermediate Similarity NPD4139 Approved
0.7864 Intermediate Similarity NPD6012 Approved
0.7864 Intermediate Similarity NPD6014 Approved
0.7864 Intermediate Similarity NPD6013 Approved
0.7857 Intermediate Similarity NPD4243 Approved
0.7849 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD6412 Phase 2
0.7841 Intermediate Similarity NPD4195 Approved
0.7835 Intermediate Similarity NPD5222 Approved
0.7835 Intermediate Similarity NPD4697 Phase 3
0.7835 Intermediate Similarity NPD5221 Approved
0.7835 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD6098 Approved
0.7826 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD6882 Approved
0.781 Intermediate Similarity NPD8297 Approved
0.7791 Intermediate Similarity NPD6942 Approved
0.7791 Intermediate Similarity NPD7339 Approved
0.7788 Intermediate Similarity NPD5251 Approved
0.7788 Intermediate Similarity NPD5248 Approved
0.7788 Intermediate Similarity NPD5247 Approved
0.7788 Intermediate Similarity NPD5250 Approved
0.7788 Intermediate Similarity NPD4634 Approved
0.7788 Intermediate Similarity NPD5249 Phase 3
0.7767 Intermediate Similarity NPD6011 Approved
0.7766 Intermediate Similarity NPD6673 Approved
0.7766 Intermediate Similarity NPD6080 Approved
0.7766 Intermediate Similarity NPD6904 Approved
0.7755 Intermediate Similarity NPD5173 Approved
0.7732 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD5216 Approved
0.7714 Intermediate Similarity NPD5215 Approved
0.7714 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD5217 Approved
0.7674 Intermediate Similarity NPD4785 Approved
0.7674 Intermediate Similarity NPD4784 Approved
0.766 Intermediate Similarity NPD5737 Approved
0.766 Intermediate Similarity NPD6672 Approved
0.7619 Intermediate Similarity NPD5135 Approved
0.7619 Intermediate Similarity NPD5169 Approved
0.7619 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7604 Intermediate Similarity NPD7515 Phase 2
0.7547 Intermediate Similarity NPD5127 Approved
0.7529 Intermediate Similarity NPD4244 Approved
0.7529 Intermediate Similarity NPD4245 Approved
0.7528 Intermediate Similarity NPD3617 Approved
0.7527 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4096 Approved
0.7477 Intermediate Similarity NPD6059 Approved
0.7477 Intermediate Similarity NPD6054 Approved
0.7474 Intermediate Similarity NPD5208 Approved
0.7471 Intermediate Similarity NPD6926 Approved
0.7471 Intermediate Similarity NPD6924 Approved
0.7431 Intermediate Similarity NPD6274 Approved
0.7423 Intermediate Similarity NPD6050 Approved
0.7423 Intermediate Similarity NPD5693 Phase 1
0.7412 Intermediate Similarity NPD3698 Phase 2
0.7407 Intermediate Similarity NPD4632 Approved
0.7404 Intermediate Similarity NPD6008 Approved
0.7387 Intermediate Similarity NPD7101 Approved
0.7387 Intermediate Similarity NPD7100 Approved
0.7386 Intermediate Similarity NPD5275 Approved
0.7386 Intermediate Similarity NPD4190 Phase 3
0.7368 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD4695 Discontinued
0.7363 Intermediate Similarity NPD5368 Approved
0.7347 Intermediate Similarity NPD5133 Approved
0.7345 Intermediate Similarity NPD6370 Approved
0.7339 Intermediate Similarity NPD5167 Approved
0.7326 Intermediate Similarity NPD4747 Approved
0.732 Intermediate Similarity NPD5692 Phase 3
0.732 Intermediate Similarity NPD5207 Approved
0.7315 Intermediate Similarity NPD6053 Discontinued
0.7303 Intermediate Similarity NPD6933 Approved
0.7297 Intermediate Similarity NPD6335 Approved
0.7292 Intermediate Similarity NPD4518 Approved
0.7282 Intermediate Similarity NPD5091 Approved
0.7273 Intermediate Similarity NPD6001 Approved
0.7273 Intermediate Similarity NPD7748 Approved
0.7263 Intermediate Similarity NPD4623 Approved
0.7263 Intermediate Similarity NPD4519 Discontinued
0.7257 Intermediate Similarity NPD6016 Approved
0.7257 Intermediate Similarity NPD6908 Approved
0.7257 Intermediate Similarity NPD6909 Approved
0.7257 Intermediate Similarity NPD6015 Approved
0.7245 Intermediate Similarity NPD8035 Phase 2
0.7245 Intermediate Similarity NPD5694 Approved
0.7245 Intermediate Similarity NPD8034 Phase 2
0.7241 Intermediate Similarity NPD7078 Approved
0.7241 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD4522 Approved
0.7228 Intermediate Similarity NPD7902 Approved
0.7217 Intermediate Similarity NPD7492 Approved
0.7216 Intermediate Similarity NPD6051 Approved
0.7209 Intermediate Similarity NPD4137 Phase 3
0.7207 Intermediate Similarity NPD6317 Approved
0.7207 Intermediate Similarity NPD6009 Approved
0.7204 Intermediate Similarity NPD6435 Approved
0.7193 Intermediate Similarity NPD5988 Approved
0.7174 Intermediate Similarity NPD4748 Discontinued
0.7174 Intermediate Similarity NPD6930 Phase 2
0.7174 Intermediate Similarity NPD6931 Approved
0.7168 Intermediate Similarity NPD6319 Approved
0.7157 Intermediate Similarity NPD7638 Approved
0.7155 Intermediate Similarity NPD6616 Approved
0.7143 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6314 Approved
0.7143 Intermediate Similarity NPD6313 Approved
0.7128 Intermediate Similarity NPD6695 Phase 3
0.7128 Intermediate Similarity NPD5362 Discontinued
0.7126 Intermediate Similarity NPD4789 Approved
0.7126 Intermediate Similarity NPD4691 Approved

Structure

External Identifiers

PubChem CID   45269662
ChEMBL   CHEMBL564025
ZINC  

Physicochemical Properties

Molecular Weight:  472.36
ALogP:  0.9945
MLogP:  4.32
XLogP:  5.52
# Rotatable Bonds:  12
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs