Natural Product: NPC293299

Natural Product ID:  NPC293299
Common Name:   [(3S,4R,20R,25S)-22,26-Iminocholesta-5,22(N)-Dien-3,4-Diol
IUPAC Name:   (3S,4R,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1R)-1-[(3S)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4-diol
Synonyms:   20-epi-4beta-hydroxyverazine
Molecular Formula:   C27H43NO2
Standard InCHIKey:  BLVNKXGGFFUMSS-OSLFEGMJSA-N
Standard InCHI:  InChI=1S/C27H43NO2/c1-16-5-10-23(28-15-16)17(2)19-8-9-20-18-6-7-22-25(30)24(29)12-14-27(22,4)21(18)11-13-26(19,20)3/h7,16-21,24-25,29-30H,5-6,8-15H2,1-4H3/t16-,17+,18-,19+,20-,21-,24-,25+,26+,27+/m0/s1
Canonical SMILES:  C[C@H]1CCC(=NC1)[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H]([C@@H]2O)O)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
NPO33146 eclipta alba Species NA Eukaryota Suriname rainforest PMID[9784152]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 23 ug/ml 23621813
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 200 ug/ml 22197389
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 10 ug/ml 10.6019/CHEMBL1201861
NPT20 Organism Candida albicans Candida albicans MIC = 400 ug/ml PubChem BioAssay data set
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 24 ug/ml 19216517
NPT726 Cell Line M109 Mus musculus IC50 = 10.5 ug/ml 18336005

  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 NPC293299 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 NPC45365
0.9158 High Similarity NPC243985
0.9158 High Similarity NPC280710
0.9072 High Similarity NPC240650
0.835 Intermediate Similarity NPC50815
0.8173 Intermediate Similarity NPC247060
0.8173 Intermediate Similarity NPC471083
0.8105 Intermediate Similarity NPC317458
0.7961 Intermediate Similarity NPC140300
0.7925 Intermediate Similarity NPC474583
0.7732 Intermediate Similarity NPC474634
0.7708 Intermediate Similarity NPC474531
0.7708 Intermediate Similarity NPC192456
0.77 Intermediate Similarity NPC474668
0.77 Intermediate Similarity NPC34754
0.7684 Intermediate Similarity NPC28862
0.7684 Intermediate Similarity NPC109546
0.7684 Intermediate Similarity NPC30986
0.7684 Intermediate Similarity NPC47982
0.7684 Intermediate Similarity NPC209430
0.7684 Intermediate Similarity NPC84694
0.7684 Intermediate Similarity NPC143182
0.7684 Intermediate Similarity NPC81306
0.7653 Intermediate Similarity NPC185568
0.7624 Intermediate Similarity NPC477606
0.7615 Intermediate Similarity NPC55462
0.7604 Intermediate Similarity NPC236112
0.7604 Intermediate Similarity NPC234193
0.76 Intermediate Similarity NPC470620
0.7579 Intermediate Similarity NPC474216
0.7545 Intermediate Similarity NPC25340
0.7526 Intermediate Similarity NPC23852
0.7526 Intermediate Similarity NPC209620
0.7526 Intermediate Similarity NPC264245
0.7525 Intermediate Similarity NPC316186
0.7525 Intermediate Similarity NPC133588
0.75 Intermediate Similarity NPC328714
0.75 Intermediate Similarity NPC472359
0.7455 Intermediate Similarity NPC258130
0.7453 Intermediate Similarity NPC474164
0.7451 Intermediate Similarity NPC470361
0.7449 Intermediate Similarity NPC49964
0.7449 Intermediate Similarity NPC50964
0.7449 Intermediate Similarity NPC189972
0.7449 Intermediate Similarity NPC101462
0.7423 Intermediate Similarity NPC209944
0.7423 Intermediate Similarity NPC164840
0.7423 Intermediate Similarity NPC241290
0.74 Intermediate Similarity NPC75810
0.7396 Intermediate Similarity NPC473943
0.7396 Intermediate Similarity NPC167891
0.7396 Intermediate Similarity NPC83351
0.7395 Intermediate Similarity NPC469943
0.7387 Intermediate Similarity NPC169375
0.7383 Intermediate Similarity NPC91604
0.7379 Intermediate Similarity NPC80561
0.7379 Intermediate Similarity NPC204188
0.7379 Intermediate Similarity NPC329596
0.7379 Intermediate Similarity NPC11216
0.7379 Intermediate Similarity NPC3345
0.7379 Intermediate Similarity NPC291484
0.7374 Intermediate Similarity NPC475789
0.7368 Intermediate Similarity NPC321381
0.7368 Intermediate Similarity NPC107059
0.7368 Intermediate Similarity NPC321016
0.7368 Intermediate Similarity NPC56796
0.7368 Intermediate Similarity NPC247325
0.7368 Intermediate Similarity NPC244488
0.7358 Intermediate Similarity NPC476903
0.7353 Intermediate Similarity NPC67872
0.7347 Intermediate Similarity NPC474683
0.7347 Intermediate Similarity NPC82986
0.7347 Intermediate Similarity NPC474759
0.7347 Intermediate Similarity NPC7505
0.7347 Intermediate Similarity NPC474752
0.7347 Intermediate Similarity NPC474731
0.7347 Intermediate Similarity NPC47761
0.7345 Intermediate Similarity NPC328052
0.7339 Intermediate Similarity NPC176012
0.7333 Intermediate Similarity NPC477605
0.7333 Intermediate Similarity NPC473314
0.7327 Intermediate Similarity NPC261266
0.7327 Intermediate Similarity NPC477604
0.7327 Intermediate Similarity NPC94462
0.7327 Intermediate Similarity NPC6391
0.7308 Intermediate Similarity NPC41554
0.7308 Intermediate Similarity NPC97404
0.73 Intermediate Similarity NPC474047
0.73 Intermediate Similarity NPC238485
0.73 Intermediate Similarity NPC205845
0.7292 Intermediate Similarity NPC318495
0.7292 Intermediate Similarity NPC155986
0.7292 Intermediate Similarity NPC198968
0.7282 Intermediate Similarity NPC105495
0.7273 Intermediate Similarity NPC470049
0.7273 Intermediate Similarity NPC87489
0.7273 Intermediate Similarity NPC296701
0.7273 Intermediate Similarity NPC90538
0.7273 Intermediate Similarity NPC30166
0.7273 Intermediate Similarity NPC218616
0.7273 Intermediate Similarity NPC5985
0.7273 Intermediate Similarity NPC202389
0.7263 Intermediate Similarity NPC136188
0.7263 Intermediate Similarity NPC304309
0.7263 Intermediate Similarity NPC162742
0.7263 Intermediate Similarity NPC28657
0.7263 Intermediate Similarity NPC257347
0.7263 Intermediate Similarity NPC288035
0.7263 Intermediate Similarity NPC141071
0.7263 Intermediate Similarity NPC230301
0.7263 Intermediate Similarity NPC22105
0.7263 Intermediate Similarity NPC134847
0.7263 Intermediate Similarity NPC471723
0.7263 Intermediate Similarity NPC285893
0.7245 Intermediate Similarity NPC13554
0.7232 Intermediate Similarity NPC46981
0.7228 Intermediate Similarity NPC266511
0.7228 Intermediate Similarity NPC274448
0.7216 Intermediate Similarity NPC477522
0.7216 Intermediate Similarity NPC275910
0.7216 Intermediate Similarity NPC87604
0.7207 Intermediate Similarity NPC212874
0.72 Intermediate Similarity NPC246956
0.72 Intermediate Similarity NPC470384
0.72 Intermediate Similarity NPC207013
0.7196 Intermediate Similarity NPC289140
0.7188 Intermediate Similarity NPC300324
0.7188 Intermediate Similarity NPC134330
0.7188 Intermediate Similarity NPC129165
0.7188 Intermediate Similarity NPC240604
0.7188 Intermediate Similarity NPC113733
0.7188 Intermediate Similarity NPC189883
0.7184 Intermediate Similarity NPC471952
0.7184 Intermediate Similarity NPC280556
0.7158 Intermediate Similarity NPC469534
0.7158 Intermediate Similarity NPC469593
0.7158 Intermediate Similarity NPC469533
0.7157 Intermediate Similarity NPC293287
0.7157 Intermediate Similarity NPC152808
0.7156 Intermediate Similarity NPC275686
0.7143 Intermediate Similarity NPC1319
0.7129 Intermediate Similarity NPC209802
0.7129 Intermediate Similarity NPC231310
0.7129 Intermediate Similarity NPC470077
0.7113 Intermediate Similarity NPC34019
0.7113 Intermediate Similarity NPC91594
0.7113 Intermediate Similarity NPC214570
0.7107 Intermediate Similarity NPC478138
0.7103 Intermediate Similarity NPC476894
0.71 Intermediate Similarity NPC248886
0.71 Intermediate Similarity NPC224072
0.7087 Intermediate Similarity NPC149224
0.7083 Intermediate Similarity NPC477923
0.7083 Intermediate Similarity NPC66566
0.7075 Intermediate Similarity NPC310013
0.7075 Intermediate Similarity NPC109305
0.7071 Intermediate Similarity NPC22403
0.7071 Intermediate Similarity NPC295131
0.7071 Intermediate Similarity NPC26117
0.7059 Intermediate Similarity NPC157257
0.7059 Intermediate Similarity NPC470360
0.7059 Intermediate Similarity NPC318390
0.7054 Intermediate Similarity NPC119329
0.7048 Intermediate Similarity NPC295668
0.7048 Intermediate Similarity NPC14380
0.7041 Intermediate Similarity NPC18603
0.7041 Intermediate Similarity NPC102708
0.7041 Intermediate Similarity NPC138621
0.7041 Intermediate Similarity NPC476314
0.7041 Intermediate Similarity NPC285761
0.7041 Intermediate Similarity NPC167037
0.7041 Intermediate Similarity NPC307965
0.7041 Intermediate Similarity NPC244385
0.7041 Intermediate Similarity NPC477514
0.7041 Intermediate Similarity NPC76931
0.7041 Intermediate Similarity NPC6978
0.7037 Intermediate Similarity NPC288970
0.7037 Intermediate Similarity NPC72204
0.703 Intermediate Similarity NPC82623
0.7018 Intermediate Similarity NPC159367
0.701 Intermediate Similarity NPC470362
0.701 Intermediate Similarity NPC202642
0.701 Intermediate Similarity NPC477925
0.701 Intermediate Similarity NPC73875
0.701 Intermediate Similarity NPC237460
0.701 Intermediate Similarity NPC46160
0.701 Intermediate Similarity NPC274079
0.701 Intermediate Similarity NPC96319
0.7009 Intermediate Similarity NPC65402
0.7009 Intermediate Similarity NPC127718
0.7 Intermediate Similarity NPC470383
0.7 Intermediate Similarity NPC6707
0.7 Intermediate Similarity NPC476646
0.699 Remote Similarity NPC24277
0.699 Remote Similarity NPC166458
0.699 Remote Similarity NPC125399
0.699 Remote Similarity NPC269058
0.699 Remote Similarity NPC299068
0.699 Remote Similarity NPC71520
0.6981 Remote Similarity NPC275671

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC293299 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
0.767 Intermediate Similarity NPD5771 Approved
0.7263 Intermediate Similarity NPD7339 Approved
0.7263 Intermediate Similarity NPD6942 Approved
0.701 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4751 Clinical (unspecified phase)
0.69 Remote Similarity NPD7525 Registered
0.6857 Remote Similarity NPD4723 Approved
0.6857 Remote Similarity NPD4722 Approved
0.6842 Remote Similarity NPD6640 Phase 3
0.6837 Remote Similarity NPD6933 Approved
0.6796 Remote Similarity NPD4786 Approved
0.6697 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6404 Discontinued
0.6634 Remote Similarity NPD7645 Phase 2
0.6634 Remote Similarity NPD6929 Approved
0.6633 Remote Similarity NPD6924 Approved
0.6633 Remote Similarity NPD6926 Approved
0.6604 Remote Similarity NPD7524 Approved
0.6602 Remote Similarity NPD3667 Approved
0.6569 Remote Similarity NPD6930 Phase 2
0.6569 Remote Similarity NPD6931 Approved
0.65 Remote Similarity NPD1346 Approved
0.6491 Remote Similarity NPD4159 Approved
0.6481 Remote Similarity NPD5328 Approved
0.6471 Remote Similarity NPD6420 Discontinued
0.6465 Remote Similarity NPD4785 Approved
0.6465 Remote Similarity NPD4784 Approved
0.6436 Remote Similarity NPD5776 Phase 2
0.6436 Remote Similarity NPD6925 Approved
0.6429 Remote Similarity NPD7152 Approved
0.6429 Remote Similarity NPD7150 Approved
0.6429 Remote Similarity NPD7151 Approved
0.6429 Remote Similarity NPD4243 Approved
0.6408 Remote Similarity NPD4748 Discontinued
0.6408 Remote Similarity NPD7514 Phase 3
0.64 Remote Similarity NPD8264 Approved
0.6392 Remote Similarity NPD6923 Approved
0.6392 Remote Similarity NPD6922 Approved
0.6381 Remote Similarity NPD6695 Phase 3
0.6373 Remote Similarity NPD7145 Approved
0.6373 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6079 Approved
0.6355 Remote Similarity NPD3618 Phase 1
0.6346 Remote Similarity NPD6902 Approved
0.6327 Remote Similarity NPD7144 Approved
0.6327 Remote Similarity NPD7143 Approved
0.6327 Remote Similarity NPD6939 Phase 2
0.6327 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7338 Clinical (unspecified phase)
0.629 Remote Similarity NPD7115 Discovery
0.6289 Remote Similarity NPD6705 Phase 1
0.6273 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7333 Discontinued
0.6262 Remote Similarity NPD6893 Approved
0.625 Remote Similarity NPD7509 Discontinued
0.625 Remote Similarity NPD7332 Phase 2
0.625 Remote Similarity NPD5707 Approved
0.6168 Remote Similarity NPD3133 Approved
0.6168 Remote Similarity NPD3665 Phase 1
0.6168 Remote Similarity NPD3666 Approved
0.6161 Remote Similarity NPD4202 Approved
0.6161 Remote Similarity NPD6399 Phase 3
0.6147 Remote Similarity NPD7750 Discontinued
0.6126 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6700 Approved
0.6121 Remote Similarity NPD7640 Approved
0.6121 Remote Similarity NPD8418 Phase 2
0.6121 Remote Similarity NPD7639 Approved
0.6119 Remote Similarity NPD8449 Approved
0.6117 Remote Similarity NPD6932 Approved
0.6111 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5275 Approved
0.6078 Remote Similarity NPD4190 Phase 3
0.6074 Remote Similarity NPD8450 Suspended
0.6038 Remote Similarity NPD6898 Phase 1
0.6034 Remote Similarity NPD7638 Approved
0.6019 Remote Similarity NPD3668 Phase 3
0.6017 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4195 Approved
0.6 Remote Similarity NPD5222 Approved
0.6 Remote Similarity NPD6683 Phase 2
0.6 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6 Remote Similarity NPD5357 Phase 1
0.6 Remote Similarity NPD5221 Approved
0.5948 Remote Similarity NPD4755 Approved
0.5948 Remote Similarity NPD5173 Approved
0.5929 Remote Similarity NPD6703 Approved
0.5929 Remote Similarity NPD7087 Discontinued
0.5929 Remote Similarity NPD7515 Phase 2
0.5929 Remote Similarity NPD6702 Approved
0.5917 Remote Similarity NPD5141 Approved
0.5909 Remote Similarity NPD5279 Phase 3
0.5903 Remote Similarity NPD7625 Phase 1
0.59 Remote Similarity NPD15 Approved
0.59 Remote Similarity NPD4267 Clinical (unspecified phase)
0.59 Remote Similarity NPD791 Approved
0.5897 Remote Similarity NPD4225 Approved
0.5893 Remote Similarity NPD4753 Phase 2
0.5893 Remote Similarity NPD6051 Approved
0.5847 Remote Similarity NPD4700 Approved
0.5847 Remote Similarity NPD4696 Approved
0.5847 Remote Similarity NPD5285 Approved
0.5847 Remote Similarity NPD5286 Approved
0.5846 Remote Similarity NPD6909 Approved
0.5846 Remote Similarity NPD6908 Approved
0.5833 Remote Similarity NPD4221 Approved
0.5833 Remote Similarity NPD4223 Phase 3
0.5818 Remote Similarity NPD5329 Approved
0.5814 Remote Similarity NPD7516 Approved
0.5798 Remote Similarity NPD5223 Approved
0.5789 Remote Similarity NPD7637 Suspended
0.5772 Remote Similarity NPD8174 Phase 2
0.5772 Remote Similarity NPD6406 Approved
0.5763 Remote Similarity NPD5290 Discontinued
0.575 Remote Similarity NPD5224 Approved
0.575 Remote Similarity NPD5225 Approved
0.575 Remote Similarity NPD5226 Approved
0.575 Remote Similarity NPD4633 Approved
0.5739 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6675 Approved
0.5738 Remote Similarity NPD5739 Approved
0.5738 Remote Similarity NPD7128 Approved
0.5738 Remote Similarity NPD6402 Approved
0.5736 Remote Similarity NPD7327 Approved
0.5736 Remote Similarity NPD7328 Approved
0.5735 Remote Similarity NPD6914 Discontinued
0.5727 Remote Similarity NPD4197 Approved
0.5725 Remote Similarity NPD7503 Approved
0.5725 Remote Similarity NPD8033 Approved
0.5702 Remote Similarity NPD5174 Approved
0.5702 Remote Similarity NPD5175 Approved
0.5702 Remote Similarity NPD4754 Approved
0.5692 Remote Similarity NPD7522 Discontinued
0.5691 Remote Similarity NPD6412 Phase 2
0.569 Remote Similarity NPD7748 Approved
0.568 Remote Similarity NPD4634 Approved
0.568 Remote Similarity NPD6421 Discontinued
0.5678 Remote Similarity NPD6084 Phase 2
0.5678 Remote Similarity NPD6083 Phase 2
0.5674 Remote Similarity NPD6334 Approved
0.5674 Remote Similarity NPD6333 Approved
0.5664 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5652 Remote Similarity NPD8034 Phase 2
0.5652 Remote Similarity NPD8035 Phase 2
0.5649 Remote Similarity NPD8377 Approved
0.5649 Remote Similarity NPD8294 Approved
0.5645 Remote Similarity NPD6899 Approved
0.5645 Remote Similarity NPD6881 Approved
0.5645 Remote Similarity NPD7320 Approved
0.5641 Remote Similarity NPD5210 Approved
0.5641 Remote Similarity NPD4629 Approved
0.5636 Remote Similarity NPD4788 Approved
0.5625 Remote Similarity NPD7521 Approved
0.5625 Remote Similarity NPD4138 Approved
0.5625 Remote Similarity NPD4519 Discontinued
0.5625 Remote Similarity NPD7146 Approved
0.5625 Remote Similarity NPD7334 Approved
0.5625 Remote Similarity NPD4623 Approved
0.5625 Remote Similarity NPD5330 Approved
0.5625 Remote Similarity NPD6409 Approved
0.5625 Remote Similarity NPD4689 Approved
0.5625 Remote Similarity NPD6684 Approved
0.5625 Remote Similarity NPD4690 Approved
0.5625 Remote Similarity NPD4688 Approved
0.5625 Remote Similarity NPD4693 Phase 3
0.5625 Remote Similarity NPD5205 Approved
0.562 Remote Similarity NPD7632 Discontinued
0.561 Remote Similarity NPD4768 Approved
0.561 Remote Similarity NPD4767 Approved
0.5606 Remote Similarity NPD8378 Approved
0.5606 Remote Similarity NPD8380 Approved
0.5606 Remote Similarity NPD8296 Approved
0.5606 Remote Similarity NPD8379 Approved
0.5606 Remote Similarity NPD8335 Approved
0.56 Remote Similarity NPD6373 Approved
0.56 Remote Similarity NPD6372 Approved

Structure

External Identifiers

PubChem CID   10740478
ChEMBL   CHEMBL464354
ZINC  

Physicochemical Properties

Molecular Weight:  413.33
ALogP:  0.4526
MLogP:  4.1
XLogP:  5.994
# Rotatable Bonds:  8
Polar Surface Area:  52.82
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  30

Download Data

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Biological Activities  
Similar NPs/Drugs