Natural Product: NPC98765

Natural Product ID:  NPC98765
Common Name:   15Alpha-Hydroxyholamine
IUPAC Name:   1-[(3R,8R,9S,10R,13S,14S,15S,17S)-3-amino-15-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
Synonyms:   15Alpha-Hydroxyholamine
Molecular Formula:   C21H33NO2
Standard InCHIKey:  RDMMFHMRRFIWLP-DYJFIGRHSA-N
Standard InCHI:  InChI=1S/C21H33NO2/c1-12(23)17-11-18(24)19-15-5-4-13-10-14(22)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,24H,5-11,22H2,1-3H3/t14-,15-,16+,17-,18+,19-,20+,21-/m1/s1
Canonical SMILES:  N[C@@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3[C@@H](O)C[C@@H]2C(=O)C)C)C1)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
NPO32911 holarrhena curtisii Species Apocynaceae Eukaryota PMID[9834146]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 3.6 ug/ml 26358281
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 1.56 ug/ml 17284071
NPT168 Cell Line P388 Mus musculus IC50 = 1.4 ug/ml 10820113
NPT168 Cell Line P388 Mus musculus IC50 = 4.1 ug/ml 10820113
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1.2 ug/ml 19660957

  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 NPC98765 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
0.8333 Intermediate Similarity NPC239768
0.8333 Intermediate Similarity NPC128698
0.8316 Intermediate Similarity NPC474218
0.8214 Intermediate Similarity NPC35037
0.8211 Intermediate Similarity NPC82902
0.8208 Intermediate Similarity NPC244982
0.8208 Intermediate Similarity NPC476756
0.8163 Intermediate Similarity NPC477943
0.8113 Intermediate Similarity NPC195841
0.8113 Intermediate Similarity NPC233256
0.8105 Intermediate Similarity NPC21667
0.8041 Intermediate Similarity NPC469994
0.7959 Intermediate Similarity NPC317590
0.7879 Intermediate Similarity NPC328313
0.7864 Intermediate Similarity NPC49371
0.785 Intermediate Similarity NPC119329
0.7835 Intermediate Similarity NPC221758
0.7835 Intermediate Similarity NPC329043
0.7835 Intermediate Similarity NPC58841
0.7835 Intermediate Similarity NPC85774
0.7835 Intermediate Similarity NPC59453
0.7835 Intermediate Similarity NPC214043
0.7835 Intermediate Similarity NPC161423
0.7835 Intermediate Similarity NPC227064
0.7835 Intermediate Similarity NPC321187
0.783 Intermediate Similarity NPC476755
0.783 Intermediate Similarity NPC176012
0.7822 Intermediate Similarity NPC154101
0.78 Intermediate Similarity NPC76879
0.78 Intermediate Similarity NPC135005
0.78 Intermediate Similarity NPC2983
0.7767 Intermediate Similarity NPC469599
0.7755 Intermediate Similarity NPC469948
0.7755 Intermediate Similarity NPC471224
0.7732 Intermediate Similarity NPC476082
0.7732 Intermediate Similarity NPC278648
0.7723 Intermediate Similarity NPC320026
0.7723 Intermediate Similarity NPC171441
0.77 Intermediate Similarity NPC53911
0.77 Intermediate Similarity NPC328539
0.7686 Intermediate Similarity NPC201359
0.7685 Intermediate Similarity NPC475239
0.7677 Intermediate Similarity NPC31564
0.7677 Intermediate Similarity NPC51014
0.7677 Intermediate Similarity NPC145879
0.7677 Intermediate Similarity NPC474778
0.7677 Intermediate Similarity NPC20688
0.7677 Intermediate Similarity NPC474732
0.7677 Intermediate Similarity NPC474733
0.7677 Intermediate Similarity NPC327115
0.7653 Intermediate Similarity NPC473246
0.7642 Intermediate Similarity NPC135799
0.7642 Intermediate Similarity NPC218383
0.7629 Intermediate Similarity NPC151519
0.7624 Intermediate Similarity NPC186688
0.7624 Intermediate Similarity NPC86319
0.7624 Intermediate Similarity NPC275740
0.7624 Intermediate Similarity NPC54689
0.7619 Intermediate Similarity NPC474164
0.7619 Intermediate Similarity NPC190554
0.76 Intermediate Similarity NPC58063
0.76 Intermediate Similarity NPC472482
0.76 Intermediate Similarity NPC472481
0.76 Intermediate Similarity NPC90652
0.76 Intermediate Similarity NPC475740
0.76 Intermediate Similarity NPC472484
0.7596 Intermediate Similarity NPC472932
0.7576 Intermediate Similarity NPC474083
0.7576 Intermediate Similarity NPC202868
0.7573 Intermediate Similarity NPC470375
0.7573 Intermediate Similarity NPC470376
0.7573 Intermediate Similarity NPC66429
0.7573 Intermediate Similarity NPC206810
0.7573 Intermediate Similarity NPC152897
0.757 Intermediate Similarity NPC474327
0.7551 Intermediate Similarity NPC472498
0.7549 Intermediate Similarity NPC69622
0.7525 Intermediate Similarity NPC470417
0.7525 Intermediate Similarity NPC131470
0.7525 Intermediate Similarity NPC143767
0.7522 Intermediate Similarity NPC124358
0.75 Intermediate Similarity NPC473168
0.75 Intermediate Similarity NPC111015
0.75 Intermediate Similarity NPC155011
0.75 Intermediate Similarity NPC87351
0.75 Intermediate Similarity NPC477915
0.7477 Intermediate Similarity NPC83709
0.7477 Intermediate Similarity NPC15390
0.7477 Intermediate Similarity NPC474720
0.7477 Intermediate Similarity NPC110149
0.7476 Intermediate Similarity NPC168027
0.7476 Intermediate Similarity NPC185936
0.7475 Intermediate Similarity NPC237712
0.7453 Intermediate Similarity NPC475894
0.7453 Intermediate Similarity NPC57416
0.7453 Intermediate Similarity NPC18509
0.7453 Intermediate Similarity NPC107243
0.7451 Intermediate Similarity NPC326627
0.7451 Intermediate Similarity NPC474245
0.7451 Intermediate Similarity NPC1015
0.7451 Intermediate Similarity NPC26959
0.7451 Intermediate Similarity NPC473999
0.7451 Intermediate Similarity NPC32830
0.7451 Intermediate Similarity NPC309603
0.7451 Intermediate Similarity NPC310010
0.7451 Intermediate Similarity NPC31985
0.7451 Intermediate Similarity NPC268406
0.7449 Intermediate Similarity NPC193347
0.7431 Intermediate Similarity NPC117185
0.7431 Intermediate Similarity NPC311612
0.7431 Intermediate Similarity NPC191892
0.7431 Intermediate Similarity NPC140723
0.7429 Intermediate Similarity NPC263347
0.7426 Intermediate Similarity NPC312215
0.7426 Intermediate Similarity NPC93778
0.7426 Intermediate Similarity NPC142361
0.7426 Intermediate Similarity NPC136548
0.7426 Intermediate Similarity NPC96496
0.7426 Intermediate Similarity NPC474684
0.7423 Intermediate Similarity NPC164999
0.7423 Intermediate Similarity NPC472478
0.7407 Intermediate Similarity NPC118275
0.7404 Intermediate Similarity NPC250575
0.7404 Intermediate Similarity NPC243866
0.7404 Intermediate Similarity NPC474807
0.7404 Intermediate Similarity NPC472930
0.7404 Intermediate Similarity NPC25750
0.7404 Intermediate Similarity NPC233118
0.7404 Intermediate Similarity NPC69454
0.7404 Intermediate Similarity NPC472942
0.74 Intermediate Similarity NPC470574
0.7396 Intermediate Similarity NPC82635
0.7383 Intermediate Similarity NPC197386
0.7383 Intermediate Similarity NPC147954
0.7379 Intermediate Similarity NPC183283
0.7379 Intermediate Similarity NPC48010
0.7364 Intermediate Similarity NPC204833
0.7364 Intermediate Similarity NPC137657
0.7364 Intermediate Similarity NPC209502
0.7358 Intermediate Similarity NPC192428
0.7358 Intermediate Similarity NPC173272
0.7358 Intermediate Similarity NPC155676
0.7353 Intermediate Similarity NPC472483
0.7353 Intermediate Similarity NPC471722
0.7353 Intermediate Similarity NPC294480
0.7353 Intermediate Similarity NPC193360
0.7353 Intermediate Similarity NPC28227
0.7347 Intermediate Similarity NPC147066
0.7339 Intermediate Similarity NPC473928
0.7339 Intermediate Similarity NPC185530
0.7339 Intermediate Similarity NPC204450
0.7339 Intermediate Similarity NPC195290
0.7327 Intermediate Similarity NPC72133
0.7327 Intermediate Similarity NPC222613
0.7327 Intermediate Similarity NPC94755
0.7327 Intermediate Similarity NPC89077
0.7327 Intermediate Similarity NPC475022
0.7327 Intermediate Similarity NPC118648
0.7327 Intermediate Similarity NPC212843
0.732 Intermediate Similarity NPC215843
0.7315 Intermediate Similarity NPC144956
0.7315 Intermediate Similarity NPC154072
0.7308 Intermediate Similarity NPC262870
0.7308 Intermediate Similarity NPC86266
0.7308 Intermediate Similarity NPC19114
0.7308 Intermediate Similarity NPC212301
0.7308 Intermediate Similarity NPC63748
0.7308 Intermediate Similarity NPC272746
0.7308 Intermediate Similarity NPC23434
0.7308 Intermediate Similarity NPC475806
0.7308 Intermediate Similarity NPC473998
0.7308 Intermediate Similarity NPC110657
0.73 Intermediate Similarity NPC472265
0.73 Intermediate Similarity NPC165064
0.73 Intermediate Similarity NPC144258
0.73 Intermediate Similarity NPC472480
0.7297 Intermediate Similarity NPC296945
0.7297 Intermediate Similarity NPC50692
0.7297 Intermediate Similarity NPC196528
0.7297 Intermediate Similarity NPC202167
0.7297 Intermediate Similarity NPC260268
0.7297 Intermediate Similarity NPC149047
0.7297 Intermediate Similarity NPC150531
0.7297 Intermediate Similarity NPC85829
0.7297 Intermediate Similarity NPC319077
0.7297 Intermediate Similarity NPC48733
0.7297 Intermediate Similarity NPC49958
0.7297 Intermediate Similarity NPC476027
0.7297 Intermediate Similarity NPC214264
0.7297 Intermediate Similarity NPC171137
0.7297 Intermediate Similarity NPC152695
0.7297 Intermediate Similarity NPC97202
0.7297 Intermediate Similarity NPC302607
0.7282 Intermediate Similarity NPC475921
0.7282 Intermediate Similarity NPC215029
0.7282 Intermediate Similarity NPC472971
0.7282 Intermediate Similarity NPC472970
0.7282 Intermediate Similarity NPC119416
0.7282 Intermediate Similarity NPC476733
0.7282 Intermediate Similarity NPC474704

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98765 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
0.7835 Intermediate Similarity NPD3666 Approved
0.7835 Intermediate Similarity NPD3133 Approved
0.7835 Intermediate Similarity NPD4786 Approved
0.7835 Intermediate Similarity NPD3665 Phase 1
0.78 Intermediate Similarity NPD5328 Approved
0.7647 Intermediate Similarity NPD6079 Approved
0.7629 Intermediate Similarity NPD3667 Approved
0.75 Intermediate Similarity NPD3618 Phase 1
0.7453 Intermediate Similarity NPD4755 Approved
0.7451 Intermediate Similarity NPD4753 Phase 2
0.7449 Intermediate Similarity NPD4221 Approved
0.7449 Intermediate Similarity NPD4223 Phase 3
0.7404 Intermediate Similarity NPD4202 Approved
0.74 Intermediate Similarity NPD5329 Approved
0.7358 Intermediate Similarity NPD4697 Phase 3
0.7315 Intermediate Similarity NPD5286 Approved
0.7315 Intermediate Similarity NPD4696 Approved
0.7315 Intermediate Similarity NPD5285 Approved
0.7315 Intermediate Similarity NPD4700 Approved
0.73 Intermediate Similarity NPD4197 Approved
0.7264 Intermediate Similarity NPD5210 Approved
0.7264 Intermediate Similarity NPD4629 Approved
0.7248 Intermediate Similarity NPD5223 Approved
0.7238 Intermediate Similarity NPD6399 Phase 3
0.72 Intermediate Similarity NPD4788 Approved
0.7196 Intermediate Similarity NPD5221 Approved
0.7196 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5222 Approved
0.7182 Intermediate Similarity NPD5226 Approved
0.7182 Intermediate Similarity NPD4633 Approved
0.7182 Intermediate Similarity NPD5211 Phase 2
0.7182 Intermediate Similarity NPD5225 Approved
0.7182 Intermediate Similarity NPD5224 Approved
0.7157 Intermediate Similarity NPD7146 Approved
0.7157 Intermediate Similarity NPD7521 Approved
0.7157 Intermediate Similarity NPD7334 Approved
0.7157 Intermediate Similarity NPD4693 Phase 3
0.7157 Intermediate Similarity NPD4690 Approved
0.7157 Intermediate Similarity NPD5205 Approved
0.7157 Intermediate Similarity NPD4138 Approved
0.7157 Intermediate Similarity NPD4688 Approved
0.7157 Intermediate Similarity NPD6409 Approved
0.7157 Intermediate Similarity NPD5279 Phase 3
0.7157 Intermediate Similarity NPD4689 Approved
0.7157 Intermediate Similarity NPD6684 Approved
0.7157 Intermediate Similarity NPD5330 Approved
0.7143 Intermediate Similarity NPD6402 Approved
0.7143 Intermediate Similarity NPD7128 Approved
0.7143 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6675 Approved
0.713 Intermediate Similarity NPD6083 Phase 2
0.713 Intermediate Similarity NPD5173 Approved
0.713 Intermediate Similarity NPD6084 Phase 2
0.7117 Intermediate Similarity NPD5174 Approved
0.7117 Intermediate Similarity NPD5175 Approved
0.7117 Intermediate Similarity NPD4754 Approved
0.7105 Intermediate Similarity NPD6372 Approved
0.7105 Intermediate Similarity NPD6373 Approved
0.7054 Intermediate Similarity NPD5141 Approved
0.7048 Intermediate Similarity NPD4096 Approved
0.7025 Intermediate Similarity NPD6909 Approved
0.7025 Intermediate Similarity NPD6908 Approved
0.7019 Intermediate Similarity NPD6903 Approved
0.7019 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6899 Approved
0.7018 Intermediate Similarity NPD6881 Approved
0.7018 Intermediate Similarity NPD7320 Approved
0.701 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6991 Remote Similarity NPD4767 Approved
0.6991 Remote Similarity NPD4768 Approved
0.699 Remote Similarity NPD5280 Approved
0.699 Remote Similarity NPD5690 Phase 2
0.699 Remote Similarity NPD4694 Approved
0.6983 Remote Similarity NPD6650 Approved
0.6983 Remote Similarity NPD6649 Approved
0.6961 Remote Similarity NPD3668 Phase 3
0.6942 Remote Similarity NPD7148 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7147 Phase 3
0.693 Remote Similarity NPD5701 Approved
0.693 Remote Similarity NPD5697 Approved
0.6909 Remote Similarity NPD5696 Approved
0.6907 Remote Similarity NPD6942 Approved
0.6907 Remote Similarity NPD7339 Approved
0.6897 Remote Similarity NPD6883 Approved
0.6897 Remote Similarity NPD7102 Approved
0.6897 Remote Similarity NPD7290 Approved
0.687 Remote Similarity NPD5128 Approved
0.687 Remote Similarity NPD4730 Approved
0.687 Remote Similarity NPD4729 Approved
0.687 Remote Similarity NPD6011 Approved
0.6838 Remote Similarity NPD6869 Approved
0.6838 Remote Similarity NPD8130 Phase 1
0.6838 Remote Similarity NPD6847 Approved
0.6838 Remote Similarity NPD6617 Approved
0.6838 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6832 Remote Similarity NPD4692 Approved
0.6832 Remote Similarity NPD4139 Approved
0.6827 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6098 Approved
0.6822 Remote Similarity NPD5281 Approved
0.6822 Remote Similarity NPD5284 Approved
0.681 Remote Similarity NPD6012 Approved
0.681 Remote Similarity NPD6014 Approved
0.681 Remote Similarity NPD6013 Approved
0.68 Remote Similarity NPD4195 Approved
0.6789 Remote Similarity NPD5695 Phase 3
0.678 Remote Similarity NPD6882 Approved
0.678 Remote Similarity NPD8297 Approved
0.6771 Remote Similarity NPD4243 Approved
0.6752 Remote Similarity NPD5247 Approved
0.6752 Remote Similarity NPD5169 Approved
0.6752 Remote Similarity NPD5249 Phase 3
0.6752 Remote Similarity NPD5135 Approved
0.6752 Remote Similarity NPD5250 Approved
0.6752 Remote Similarity NPD5251 Approved
0.6752 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4634 Approved
0.6752 Remote Similarity NPD5248 Approved
0.6731 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5349 Clinical (unspecified phase)
0.67 Remote Similarity NPD3617 Approved
0.6698 Remote Similarity NPD5737 Approved
0.6698 Remote Similarity NPD6672 Approved
0.6697 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7333 Discontinued
0.6695 Remote Similarity NPD5217 Approved
0.6695 Remote Similarity NPD5215 Approved
0.6695 Remote Similarity NPD5216 Approved
0.6695 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD4244 Approved
0.6667 Remote Similarity NPD7515 Phase 2
0.6667 Remote Similarity NPD4245 Approved
0.664 Remote Similarity NPD7604 Phase 2
0.6638 Remote Similarity NPD6412 Phase 2
0.6636 Remote Similarity NPD6080 Approved
0.6636 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6904 Approved
0.6636 Remote Similarity NPD6673 Approved
0.6633 Remote Similarity NPD4784 Approved
0.6633 Remote Similarity NPD4785 Approved
0.6589 Remote Similarity NPD6914 Discontinued
0.6583 Remote Similarity NPD4632 Approved
0.6581 Remote Similarity NPD5168 Approved
0.6569 Remote Similarity NPD7525 Registered
0.6562 Remote Similarity NPD3698 Phase 2
0.6552 Remote Similarity NPD6008 Approved
0.6542 Remote Similarity NPD5208 Approved
0.6529 Remote Similarity NPD5167 Approved
0.6505 Remote Similarity NPD857 Phase 3
0.6504 Remote Similarity NPD6335 Approved
0.6495 Remote Similarity NPD4747 Approved
0.6475 Remote Similarity NPD6274 Approved
0.6465 Remote Similarity NPD6924 Approved
0.6465 Remote Similarity NPD6926 Approved
0.6455 Remote Similarity NPD5133 Approved
0.6452 Remote Similarity NPD7101 Approved
0.6452 Remote Similarity NPD7100 Approved
0.6449 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6435 Remote Similarity NPD5091 Approved
0.6429 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6317 Approved
0.6423 Remote Similarity NPD6009 Approved
0.6422 Remote Similarity NPD5207 Approved
0.6408 Remote Similarity NPD5368 Approved
0.6408 Remote Similarity NPD4695 Discontinued
0.6404 Remote Similarity NPD6404 Discontinued
0.64 Remote Similarity NPD4190 Phase 3
0.64 Remote Similarity NPD5275 Approved
0.64 Remote Similarity NPD6059 Approved
0.64 Remote Similarity NPD6054 Approved
0.6396 Remote Similarity NPD7748 Approved
0.6396 Remote Similarity NPD6001 Approved
0.6392 Remote Similarity NPD4137 Phase 3
0.6389 Remote Similarity NPD4722 Approved
0.6389 Remote Similarity NPD4518 Approved
0.6389 Remote Similarity NPD4723 Approved
0.6381 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7902 Approved
0.6371 Remote Similarity NPD6313 Approved
0.6371 Remote Similarity NPD6314 Approved
0.6364 Remote Similarity NPD8034 Phase 2
0.6364 Remote Similarity NPD8035 Phase 2
0.6364 Remote Similarity NPD5693 Phase 1
0.6364 Remote Similarity NPD6050 Approved
0.6355 Remote Similarity NPD4623 Approved
0.6355 Remote Similarity NPD4519 Discontinued
0.6349 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6868 Approved
0.6337 Remote Similarity NPD6933 Approved
0.6336 Remote Similarity NPD7751 Phase 1
0.6333 Remote Similarity NPD6420 Discontinued
0.6327 Remote Similarity NPD4789 Approved
0.6327 Remote Similarity NPD4691 Approved
0.632 Remote Similarity NPD7519 Approved
0.632 Remote Similarity NPD7518 Approved
0.632 Remote Similarity NPD7517 Approved
0.6316 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7638 Approved
0.63 Remote Similarity NPD5733 Approved

Structure

External Identifiers

PubChem CID   10735286
ChEMBL   CHEMBL464981
ZINC  

Physicochemical Properties

Molecular Weight:  331.25
ALogP:  -0.7949
MLogP:  3.44
XLogP:  3.103
# Rotatable Bonds:  6
Polar Surface Area:  63.32
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  24

Download Data

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