Natural Product: NPC469943

Natural Product ID:  NPC469943
Common Name:   19-O-Beta-D-N-Acetyl-2-Aminoglucopyranosyl-Cholest-4-En-3B,19-Diol
IUPAC Name:   N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,8S,9S,10S,13R,14S,17R)-3-hydroxy-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-10-yl]methoxy]oxan-3-yl]acetamide
Synonyms:  
Molecular Formula:   C35H59NO7
Standard InCHIKey:  NLQPIKCKRZEVKY-PEPCZXFMSA-N
Standard InCHI:  InChI=1S/C35H59NO7/c1-20(2)7-6-8-21(3)26-11-12-27-25-10-9-23-17-24(39)13-16-35(23,28(25)14-15-34(26,27)5)19-42-33-30(36-22(4)38)32(41)31(40)29(18-37)43-33/h17,20-21,24-33,37,39-41H,6-16,18-19H2,1-5H3,(H,36,38)/t21-,24+,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC[C@]23CC[C@@H](C=C2CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(C)C)C)C)O)[C@@H]([C@H]([C@@H]1O)O)N=C(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
NPO33255 peyssonnelia sp. Species Peyssonneliaceae Eukaryota PMID[21036050]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 = 9610 nM 19700322
NPT784 Cell Line MDA-MB-468 Homo sapiens IC50 = 7130 nM 19700322
NPT1900 Cell Line DU-4475 Homo sapiens IC50 = 6120 nM 19700322
NPT90 Cell Line DU-145 Homo sapiens IC50 > 25000 nM DrugMatrix in vitro pharmacology data
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 10200 nM DrugMatrix in vitro pharmacology data
NPT393 Cell Line HCT-116 Homo sapiens IC50 > 25000 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified IC50 = 21390 nM 21624500
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 = 10730 nM 22194678
NPT2 Others Unspecified IC50 = 8980 nM 22194678
NPT81 Cell Line A549 Homo sapiens IC50 > 25000 nM 22194678
NPT457 Cell Line BT-549 Homo sapiens IC50 = 10060 nM 22194678

  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 NPC469943 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
0.8862 High Similarity NPC139585
0.8235 Intermediate Similarity NPC36463
0.8235 Intermediate Similarity NPC298005
0.8214 Intermediate Similarity NPC469942
0.8142 Intermediate Similarity NPC470434
0.814 Intermediate Similarity NPC477072
0.8125 Intermediate Similarity NPC475472
0.8106 Intermediate Similarity NPC180770
0.8106 Intermediate Similarity NPC302276
0.8074 Intermediate Similarity NPC214821
0.8074 Intermediate Similarity NPC298067
0.8062 Intermediate Similarity NPC119794
0.8062 Intermediate Similarity NPC73829
0.8 Intermediate Similarity NPC141669
0.8 Intermediate Similarity NPC76999
0.7985 Intermediate Similarity NPC162910
0.7956 Intermediate Similarity NPC61717
0.7956 Intermediate Similarity NPC244380
0.7939 Intermediate Similarity NPC280941
0.7939 Intermediate Similarity NPC75318
0.7939 Intermediate Similarity NPC235772
0.7937 Intermediate Similarity NPC296686
0.7931 Intermediate Similarity NPC75608
0.7879 Intermediate Similarity NPC297058
0.7879 Intermediate Similarity NPC145899
0.7876 Intermediate Similarity NPC473890
0.7876 Intermediate Similarity NPC243728
0.7868 Intermediate Similarity NPC298469
0.7826 Intermediate Similarity NPC285231
0.7826 Intermediate Similarity NPC21568
0.7807 Intermediate Similarity NPC158088
0.7778 Intermediate Similarity NPC172365
0.7778 Intermediate Similarity NPC82931
0.7778 Intermediate Similarity NPC93352
0.7778 Intermediate Similarity NPC210729
0.7761 Intermediate Similarity NPC200788
0.7761 Intermediate Similarity NPC243680
0.7739 Intermediate Similarity NPC282669
0.7737 Intermediate Similarity NPC193579
0.7734 Intermediate Similarity NPC94881
0.7734 Intermediate Similarity NPC48886
0.7734 Intermediate Similarity NPC265275
0.7712 Intermediate Similarity NPC472899
0.7712 Intermediate Similarity NPC472900
0.7712 Intermediate Similarity NPC472898
0.7704 Intermediate Similarity NPC265908
0.7692 Intermediate Similarity NPC473198
0.7672 Intermediate Similarity NPC267510
0.7664 Intermediate Similarity NPC475584
0.7664 Intermediate Similarity NPC475152
0.7664 Intermediate Similarity NPC475394
0.7647 Intermediate Similarity NPC33053
0.7632 Intermediate Similarity NPC207617
0.7609 Intermediate Similarity NPC475892
0.7607 Intermediate Similarity NPC272015
0.7603 Intermediate Similarity NPC141433
0.7576 Intermediate Similarity NPC15249
0.7576 Intermediate Similarity NPC25455
0.7552 Intermediate Similarity NPC475527
0.7519 Intermediate Similarity NPC122819
0.75 Intermediate Similarity NPC317534
0.75 Intermediate Similarity NPC475599
0.75 Intermediate Similarity NPC174336
0.75 Intermediate Similarity NPC100612
0.75 Intermediate Similarity NPC234287
0.75 Intermediate Similarity NPC113620
0.75 Intermediate Similarity NPC231340
0.75 Intermediate Similarity NPC187497
0.75 Intermediate Similarity NPC280825
0.7482 Intermediate Similarity NPC284625
0.7482 Intermediate Similarity NPC69176
0.7479 Intermediate Similarity NPC470885
0.7479 Intermediate Similarity NPC187400
0.7479 Intermediate Similarity NPC221562
0.7463 Intermediate Similarity NPC147753
0.7463 Intermediate Similarity NPC150057
0.7458 Intermediate Similarity NPC154452
0.7458 Intermediate Similarity NPC136816
0.7458 Intermediate Similarity NPC477198
0.7438 Intermediate Similarity NPC472897
0.7438 Intermediate Similarity NPC472896
0.7436 Intermediate Similarity NPC206711
0.7436 Intermediate Similarity NPC64348
0.7436 Intermediate Similarity NPC225978
0.7436 Intermediate Similarity NPC473200
0.7436 Intermediate Similarity NPC7341
0.7436 Intermediate Similarity NPC271207
0.7436 Intermediate Similarity NPC255175
0.7434 Intermediate Similarity NPC302584
0.7431 Intermediate Similarity NPC265699
0.7419 Intermediate Similarity NPC307642
0.7417 Intermediate Similarity NPC473476
0.7417 Intermediate Similarity NPC309448
0.7417 Intermediate Similarity NPC181845
0.7417 Intermediate Similarity NPC474569
0.7417 Intermediate Similarity NPC473923
0.7417 Intermediate Similarity NPC242748
0.7395 Intermediate Similarity NPC45365
0.7395 Intermediate Similarity NPC293299
0.7377 Intermediate Similarity NPC157530
0.7377 Intermediate Similarity NPC14630
0.7377 Intermediate Similarity NPC250089
0.7377 Intermediate Similarity NPC472901
0.7373 Intermediate Similarity NPC472023
0.7373 Intermediate Similarity NPC47566
0.7373 Intermediate Similarity NPC160734
0.7373 Intermediate Similarity NPC88000
0.7373 Intermediate Similarity NPC121072
0.7373 Intermediate Similarity NPC21064
0.7373 Intermediate Similarity NPC129372
0.7373 Intermediate Similarity NPC309425
0.7373 Intermediate Similarity NPC4831
0.7355 Intermediate Similarity NPC230507
0.7355 Intermediate Similarity NPC226642
0.7355 Intermediate Similarity NPC470432
0.7355 Intermediate Similarity NPC94272
0.7355 Intermediate Similarity NPC305423
0.7355 Intermediate Similarity NPC190395
0.7355 Intermediate Similarity NPC14704
0.7355 Intermediate Similarity NPC283829
0.7355 Intermediate Similarity NPC113044
0.7355 Intermediate Similarity NPC161676
0.735 Intermediate Similarity NPC476895
0.7339 Intermediate Similarity NPC216595
0.7339 Intermediate Similarity NPC473567
0.7328 Intermediate Similarity NPC189629
0.7317 Intermediate Similarity NPC103627
0.7317 Intermediate Similarity NPC65155
0.7317 Intermediate Similarity NPC191439
0.7317 Intermediate Similarity NPC170974
0.7311 Intermediate Similarity NPC312553
0.7311 Intermediate Similarity NPC288694
0.7311 Intermediate Similarity NPC159036
0.7302 Intermediate Similarity NPC146652
0.7295 Intermediate Similarity NPC476541
0.7295 Intermediate Similarity NPC295980
0.7295 Intermediate Similarity NPC476540
0.7295 Intermediate Similarity NPC476539
0.7295 Intermediate Similarity NPC476538
0.7295 Intermediate Similarity NPC295389
0.7295 Intermediate Similarity NPC98696
0.7286 Intermediate Similarity NPC803
0.728 Intermediate Similarity NPC51154
0.7273 Intermediate Similarity NPC26798
0.7265 Intermediate Similarity NPC476893
0.7265 Intermediate Similarity NPC240372
0.7258 Intermediate Similarity NPC473021
0.7258 Intermediate Similarity NPC472987
0.7258 Intermediate Similarity NPC13190
0.7258 Intermediate Similarity NPC65034
0.7258 Intermediate Similarity NPC208189
0.725 Intermediate Similarity NPC155010
0.725 Intermediate Similarity NPC286969
0.725 Intermediate Similarity NPC162354
0.725 Intermediate Similarity NPC31907
0.725 Intermediate Similarity NPC8039
0.725 Intermediate Similarity NPC211879
0.725 Intermediate Similarity NPC213190
0.725 Intermediate Similarity NPC114874
0.725 Intermediate Similarity NPC245280
0.725 Intermediate Similarity NPC473020
0.725 Intermediate Similarity NPC16573
0.725 Intermediate Similarity NPC131479
0.725 Intermediate Similarity NPC157659
0.725 Intermediate Similarity NPC189852
0.725 Intermediate Similarity NPC472252
0.725 Intermediate Similarity NPC120123
0.725 Intermediate Similarity NPC16520
0.7246 Intermediate Similarity NPC287885
0.7241 Intermediate Similarity NPC476894
0.7239 Intermediate Similarity NPC201359
0.7236 Intermediate Similarity NPC42482
0.7236 Intermediate Similarity NPC309278
0.7236 Intermediate Similarity NPC84956
0.7236 Intermediate Similarity NPC102016
0.7236 Intermediate Similarity NPC40440
0.7236 Intermediate Similarity NPC150372
0.7236 Intermediate Similarity NPC208383
0.7236 Intermediate Similarity NPC46190
0.7236 Intermediate Similarity NPC473328
0.7236 Intermediate Similarity NPC224098
0.7236 Intermediate Similarity NPC246205
0.7236 Intermediate Similarity NPC475333
0.7236 Intermediate Similarity NPC300557
0.7236 Intermediate Similarity NPC475550
0.7236 Intermediate Similarity NPC6806
0.7236 Intermediate Similarity NPC302057
0.7236 Intermediate Similarity NPC306131
0.7236 Intermediate Similarity NPC477809
0.7236 Intermediate Similarity NPC244086
0.7236 Intermediate Similarity NPC477027
0.7236 Intermediate Similarity NPC218571
0.7236 Intermediate Similarity NPC248746
0.7236 Intermediate Similarity NPC232054
0.7236 Intermediate Similarity NPC473318
0.7236 Intermediate Similarity NPC70204
0.7236 Intermediate Similarity NPC95051
0.7236 Intermediate Similarity NPC28844
0.7236 Intermediate Similarity NPC477026
0.7236 Intermediate Similarity NPC194207

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469943 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
0.7731 Intermediate Similarity NPD8174 Phase 2
0.7519 Intermediate Similarity NPD8449 Approved
0.7463 Intermediate Similarity NPD8450 Suspended
0.7043 Intermediate Similarity NPD8522 Clinical (unspecified phase)
0.6935 Remote Similarity NPD6412 Phase 2
0.6861 Remote Similarity NPD6914 Discontinued
0.6855 Remote Similarity NPD6640 Phase 3
0.6849 Remote Similarity NPD7625 Phase 1
0.6767 Remote Similarity NPD8033 Approved
0.6692 Remote Similarity NPD8377 Approved
0.6692 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD6430 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD6429 Approved
0.6642 Remote Similarity NPD8379 Approved
0.6642 Remote Similarity NPD7503 Approved
0.6642 Remote Similarity NPD8380 Approved
0.6642 Remote Similarity NPD8378 Approved
0.6642 Remote Similarity NPD8296 Approved
0.6642 Remote Similarity NPD8335 Approved
0.6617 Remote Similarity NPD7516 Approved
0.6512 Remote Similarity NPD6421 Discontinued
0.6496 Remote Similarity NPD7524 Approved
0.6484 Remote Similarity NPD6686 Approved
0.6475 Remote Similarity NPD8337 Approved
0.6475 Remote Similarity NPD8336 Approved
0.6457 Remote Similarity NPD5357 Phase 1
0.6429 Remote Similarity NPD1407 Approved
0.6379 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6377 Remote Similarity NPD8340 Approved
0.6377 Remote Similarity NPD8299 Approved
0.6377 Remote Similarity NPD8342 Approved
0.6377 Remote Similarity NPD8341 Approved
0.6331 Remote Similarity NPD7507 Approved
0.6311 Remote Similarity NPD5771 Approved
0.6301 Remote Similarity NPD6333 Approved
0.6301 Remote Similarity NPD6334 Approved
0.6293 Remote Similarity NPD6695 Phase 3
0.6268 Remote Similarity NPD8390 Approved
0.6268 Remote Similarity NPD8392 Approved
0.6268 Remote Similarity NPD8391 Approved
0.6241 Remote Similarity NPD8133 Approved
0.6232 Remote Similarity NPD6436 Phase 3
0.6218 Remote Similarity NPD7750 Discontinued
0.6214 Remote Similarity NPD8451 Approved
0.6197 Remote Similarity NPD7319 Approved
0.6183 Remote Similarity NPD8132 Clinical (unspecified phase)
0.617 Remote Similarity NPD8448 Approved
0.6148 Remote Similarity NPD6940 Discontinued
0.6144 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6420 Discontinued
0.6129 Remote Similarity NPD7991 Discontinued
0.6119 Remote Similarity NPD3731 Phase 3
0.6103 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8171 Discontinued
0.6087 Remote Similarity NPD6929 Approved
0.6083 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6069 Remote Similarity NPD8338 Approved
0.6056 Remote Similarity NPD8074 Phase 3
0.6034 Remote Similarity NPD6931 Approved
0.6034 Remote Similarity NPD6930 Phase 2
0.6029 Remote Similarity NPD4831 Approved
0.6029 Remote Similarity NPD4830 Approved
0.6029 Remote Similarity NPD4832 Approved
0.6018 Remote Similarity NPD6942 Approved
0.6018 Remote Similarity NPD7339 Approved
0.6014 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD6370 Approved
0.5985 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7829 Approved
0.5957 Remote Similarity NPD8328 Phase 3
0.5957 Remote Similarity NPD7122 Discontinued
0.5957 Remote Similarity NPD7830 Approved
0.5954 Remote Similarity NPD7333 Discontinued
0.5946 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5944 Remote Similarity NPD8293 Discontinued
0.5942 Remote Similarity NPD7641 Discontinued
0.5938 Remote Similarity NPD8418 Phase 2
0.5938 Remote Similarity NPD7639 Approved
0.5938 Remote Similarity NPD7640 Approved
0.5935 Remote Similarity NPD3168 Discontinued
0.5929 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8444 Approved
0.5913 Remote Similarity NPD6925 Approved
0.5913 Remote Similarity NPD5776 Phase 2
0.5897 Remote Similarity NPD7514 Phase 3
0.5897 Remote Similarity NPD7525 Registered
0.5887 Remote Similarity NPD7637 Suspended
0.5887 Remote Similarity NPD8080 Discontinued
0.5887 Remote Similarity NPD7087 Discontinued
0.5882 Remote Similarity NPD8470 Clinical (unspecified phase)
0.587 Remote Similarity NPD7115 Discovery
0.5862 Remote Similarity NPD7145 Approved
0.5859 Remote Similarity NPD7638 Approved
0.5857 Remote Similarity NPD6054 Approved
0.5857 Remote Similarity NPD6059 Approved
0.5847 Remote Similarity NPD6902 Approved
0.584 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD4211 Phase 1
0.5826 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6933 Approved
0.5816 Remote Similarity NPD8515 Approved
0.5816 Remote Similarity NPD6909 Approved
0.5816 Remote Similarity NPD8513 Phase 3
0.5816 Remote Similarity NPD6908 Approved
0.5816 Remote Similarity NPD8516 Approved
0.5816 Remote Similarity NPD8517 Approved
0.5814 Remote Similarity NPD6404 Discontinued
0.5785 Remote Similarity NPD6893 Approved
0.5772 Remote Similarity NPD8415 Approved
0.5769 Remote Similarity NPD4159 Approved
0.5763 Remote Similarity NPD7332 Phase 2
0.5735 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5734 Remote Similarity NPD7642 Approved
0.5734 Remote Similarity NPD6067 Discontinued
0.5714 Remote Similarity NPD9445 Approved
0.5704 Remote Similarity NPD6015 Approved
0.5704 Remote Similarity NPD6016 Approved
0.5702 Remote Similarity NPD4786 Approved
0.5694 Remote Similarity NPD7492 Approved
0.5693 Remote Similarity NPD7337 Clinical (unspecified phase)
0.5693 Remote Similarity NPD7336 Phase 2
0.5693 Remote Similarity NPD7335 Phase 2
0.5683 Remote Similarity NPD7755 Approved
0.5683 Remote Similarity NPD7754 Approved
0.5678 Remote Similarity NPD7645 Phase 2
0.5676 Remote Similarity NPD7260 Phase 2
0.5672 Remote Similarity NPD8307 Discontinued
0.5669 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5988 Approved
0.5655 Remote Similarity NPD6616 Approved
0.5652 Remote Similarity NPD6926 Approved
0.5652 Remote Similarity NPD6924 Approved
0.5645 Remote Similarity NPD4723 Approved
0.5645 Remote Similarity NPD4722 Approved
0.5644 Remote Similarity NPD8417 Discontinued
0.5643 Remote Similarity NPD6009 Approved
0.5641 Remote Similarity NPD6932 Approved
0.5639 Remote Similarity NPD8170 Clinical (unspecified phase)
0.563 Remote Similarity NPD6928 Phase 2
0.5625 Remote Similarity NPD7604 Phase 2
0.5616 Remote Similarity NPD7078 Approved
0.5615 Remote Similarity NPD4225 Approved
0.56 Remote Similarity NPD6051 Approved

Structure

External Identifiers

PubChem CID   52947463
ChEMBL   CHEMBL1288407
ZINC  

Physicochemical Properties

Molecular Weight:  605.43
ALogP:  -0.8131
MLogP:  4.43
XLogP:  8.175
# Rotatable Bonds:  20
Polar Surface Area:  131.97
# H-Bond Aceptor:  8
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  43

Download Data

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