Natural Product: NPC472458

Natural Product ID:  NPC472458
Common Name:   Acetic Acid 2-Acetoxy-17-(1-Dimethylamino-Ethyl)-10,13-Dimethyl-3-((E)-2-Methyl-But-2-Enoylamino)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-Tetradecahydro-1H-Cyclopenta[A]Phenanthren-4-Yl Ester
IUPAC Name:   [(3S,4R,8R,9S,10R,13S)-4-acetyloxy-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-[[(E)-2-methylbut-2-enoyl]amino]-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
Synonyms:  
Molecular Formula:   C32H50N2O5
Standard InCHIKey:  SHJJWNZZBFZGIB-GOBYDMEKSA-N
Standard InCHI:  InChI=1S/C32H50N2O5/c1-10-18(2)30(37)33-28-27(38-20(4)35)17-32(7)25-15-16-31(6)23(19(3)34(8)9)13-14-24(31)22(25)11-12-26(32)29(28)39-21(5)36/h10,13,19,22,24-29H,11-12,14-17H2,1-9H3,(H,33,37)/b18-10+/t19-,22-,24?,25-,26?,27?,28-,29+,31+,32+/m0/s1
Canonical SMILES:  C/C=C(/C(=N[C@H]1C(OC(=O)C)C[C@]2(C([C@H]1OC(=O)C)CC[C@@H]1[C@@H]2CC[C@]2(C1CC=C2[C@@H](N(C)C)C)C)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
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota PMID[14643329]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 50118.72 nM 10743958

  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 NPC472458 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
0.9735 High Similarity NPC242692
0.9402 High Similarity NPC237286
0.9123 High Similarity NPC165396
0.9027 High Similarity NPC80834
0.9027 High Similarity NPC469968
0.885 High Similarity NPC472359
0.8333 Intermediate Similarity NPC36497
0.8333 Intermediate Similarity NPC55462
0.8136 Intermediate Similarity NPC66862
0.7913 Intermediate Similarity NPC247060
0.7913 Intermediate Similarity NPC471083
0.7899 Intermediate Similarity NPC72753
0.7759 Intermediate Similarity NPC50815
0.7692 Intermediate Similarity NPC275839
0.7355 Intermediate Similarity NPC25340
0.7339 Intermediate Similarity NPC474452
0.7328 Intermediate Similarity NPC476903
0.7317 Intermediate Similarity NPC472313
0.7258 Intermediate Similarity NPC474459
0.725 Intermediate Similarity NPC474583
0.72 Intermediate Similarity NPC56796
0.7131 Intermediate Similarity NPC258130
0.7131 Intermediate Similarity NPC86906
0.7119 Intermediate Similarity NPC4834
0.7107 Intermediate Similarity NPC90538
0.7034 Intermediate Similarity NPC276103
0.7034 Intermediate Similarity NPC54248
0.7009 Intermediate Similarity NPC474922
0.7 Intermediate Similarity NPC35037
0.6991 Remote Similarity NPC166458
0.6975 Remote Similarity NPC140300
0.697 Remote Similarity NPC469943
0.6929 Remote Similarity NPC477291
0.6917 Remote Similarity NPC325229
0.6917 Remote Similarity NPC102426
0.6917 Remote Similarity NPC300179
0.6917 Remote Similarity NPC275086
0.6917 Remote Similarity NPC119036
0.6911 Remote Similarity NPC119329
0.6875 Remote Similarity NPC478137
0.6863 Remote Similarity NPC235460
0.685 Remote Similarity NPC79238
0.6842 Remote Similarity NPC217801
0.6833 Remote Similarity NPC51499
0.6829 Remote Similarity NPC241879
0.6829 Remote Similarity NPC97487
0.6829 Remote Similarity NPC10232
0.6829 Remote Similarity NPC473523
0.6829 Remote Similarity NPC222153
0.6829 Remote Similarity NPC187302
0.6829 Remote Similarity NPC196471
0.6829 Remote Similarity NPC189588
0.6825 Remote Similarity NPC218602
0.6812 Remote Similarity NPC90814
0.6812 Remote Similarity NPC475472
0.6812 Remote Similarity NPC189393
0.6803 Remote Similarity NPC235920
0.6803 Remote Similarity NPC289670
0.6803 Remote Similarity NPC96784
0.6794 Remote Similarity NPC471121
0.6794 Remote Similarity NPC471118
0.6794 Remote Similarity NPC9714
0.678 Remote Similarity NPC38232
0.678 Remote Similarity NPC93027
0.6777 Remote Similarity NPC470067
0.6777 Remote Similarity NPC218107
0.6777 Remote Similarity NPC470066
0.6777 Remote Similarity NPC470068
0.6774 Remote Similarity NPC473543
0.6763 Remote Similarity NPC73829
0.6763 Remote Similarity NPC119794
0.6754 Remote Similarity NPC152684
0.6752 Remote Similarity NPC194485
0.6752 Remote Similarity NPC53890
0.6752 Remote Similarity NPC219937
0.6752 Remote Similarity NPC123252
0.675 Remote Similarity NPC304899
0.675 Remote Similarity NPC253115
0.6748 Remote Similarity NPC476471
0.6748 Remote Similarity NPC475344
0.6748 Remote Similarity NPC226509
0.6746 Remote Similarity NPC472219
0.6746 Remote Similarity NPC472217
0.6746 Remote Similarity NPC159367
0.6746 Remote Similarity NPC472218
0.6728 Remote Similarity NPC203005
0.6721 Remote Similarity NPC251680
0.6721 Remote Similarity NPC275686
0.6721 Remote Similarity NPC471041
0.672 Remote Similarity NPC470055
0.672 Remote Similarity NPC470056
0.6718 Remote Similarity NPC471120
0.6718 Remote Similarity NPC471117
0.6716 Remote Similarity NPC478138
0.6714 Remote Similarity NPC76999
0.6695 Remote Similarity NPC234335
0.6694 Remote Similarity NPC293299
0.6694 Remote Similarity NPC474124
0.6694 Remote Similarity NPC45365
0.6692 Remote Similarity NPC470540
0.6667 Remote Similarity NPC473922
0.6667 Remote Similarity NPC25177
0.6667 Remote Similarity NPC279974
0.6667 Remote Similarity NPC470054
0.6667 Remote Similarity NPC280941
0.6667 Remote Similarity NPC295110
0.6667 Remote Similarity NPC299963
0.6667 Remote Similarity NPC102048
0.6667 Remote Similarity NPC222875
0.6667 Remote Similarity NPC75318
0.6667 Remote Similarity NPC247701
0.6667 Remote Similarity NPC475617
0.6667 Remote Similarity NPC235772
0.6667 Remote Similarity NPC268829
0.6667 Remote Similarity NPC470276
0.6644 Remote Similarity NPC36463
0.6644 Remote Similarity NPC298005
0.6642 Remote Similarity NPC204556
0.6642 Remote Similarity NPC476504
0.6639 Remote Similarity NPC26046
0.6639 Remote Similarity NPC247233
0.662 Remote Similarity NPC243902
0.662 Remote Similarity NPC145899
0.6613 Remote Similarity NPC152718
0.6613 Remote Similarity NPC470053
0.6612 Remote Similarity NPC471903
0.661 Remote Similarity NPC10274
0.6609 Remote Similarity NPC75810
0.6587 Remote Similarity NPC119855
0.6587 Remote Similarity NPC220217
0.6585 Remote Similarity NPC208358
0.6581 Remote Similarity NPC160304
0.6581 Remote Similarity NPC34754
0.6573 Remote Similarity NPC132847
0.6562 Remote Similarity NPC475030
0.656 Remote Similarity NPC45897
0.656 Remote Similarity NPC160583
0.656 Remote Similarity NPC85742
0.6557 Remote Similarity NPC240650
0.6557 Remote Similarity NPC476878
0.6557 Remote Similarity NPC476879
0.6555 Remote Similarity NPC41239
0.6555 Remote Similarity NPC177641
0.6555 Remote Similarity NPC329842
0.6555 Remote Similarity NPC219516
0.6555 Remote Similarity NPC130840
0.6552 Remote Similarity NPC119633
0.6552 Remote Similarity NPC171698
0.6552 Remote Similarity NPC168231
0.6552 Remote Similarity NPC172365
0.6552 Remote Similarity NPC270957
0.6552 Remote Similarity NPC210729
0.6552 Remote Similarity NPC474970
0.6552 Remote Similarity NPC321340
0.6552 Remote Similarity NPC82931
0.6538 Remote Similarity NPC470063
0.6535 Remote Similarity NPC475781
0.6535 Remote Similarity NPC471205
0.6535 Remote Similarity NPC169375
0.6532 Remote Similarity NPC155974
0.6529 Remote Similarity NPC276110
0.6529 Remote Similarity NPC241047
0.6528 Remote Similarity NPC200788
0.6528 Remote Similarity NPC476558
0.6528 Remote Similarity NPC243680
0.6525 Remote Similarity NPC16265
0.6525 Remote Similarity NPC170633
0.6522 Remote Similarity NPC222634
0.6512 Remote Similarity NPC328052
0.6508 Remote Similarity NPC470060
0.6508 Remote Similarity NPC470061
0.6508 Remote Similarity NPC470059
0.6508 Remote Similarity NPC470064
0.6508 Remote Similarity NPC470062
0.6508 Remote Similarity NPC470058
0.6508 Remote Similarity NPC470043
0.6508 Remote Similarity NPC470057
0.6504 Remote Similarity NPC477876
0.6504 Remote Similarity NPC477875
0.65 Remote Similarity NPC473678
0.65 Remote Similarity NPC7349
0.65 Remote Similarity NPC476304
0.6496 Remote Similarity NPC476503
0.6496 Remote Similarity NPC166857
0.6491 Remote Similarity NPC472504
0.6486 Remote Similarity NPC298067
0.6486 Remote Similarity NPC214821
0.6484 Remote Similarity NPC88701
0.6483 Remote Similarity NPC180770
0.6479 Remote Similarity NPC477072
0.6475 Remote Similarity NPC292718
0.6475 Remote Similarity NPC111834
0.6475 Remote Similarity NPC289140
0.6475 Remote Similarity NPC327788
0.6475 Remote Similarity NPC476957
0.6475 Remote Similarity NPC195366
0.6475 Remote Similarity NPC306797
0.6475 Remote Similarity NPC88009
0.6475 Remote Similarity NPC114743
0.6475 Remote Similarity NPC169270

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472458 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
0.6899 Remote Similarity NPD7754 Approved
0.6899 Remote Similarity NPD7755 Approved
0.6723 Remote Similarity NPD5771 Approved
0.6721 Remote Similarity NPD8418 Phase 2
0.6721 Remote Similarity NPD7639 Approved
0.6721 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD8078 Approved
0.6667 Remote Similarity NPD8077 Approved
0.6639 Remote Similarity NPD7638 Approved
0.6619 Remote Similarity NPD6914 Discontinued
0.6615 Remote Similarity NPD8298 Phase 2
0.6406 Remote Similarity NPD7646 Clinical (unspecified phase)
0.6397 Remote Similarity NPD6909 Approved
0.6397 Remote Similarity NPD6908 Approved
0.6341 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6328 Remote Similarity NPD5357 Phase 1
0.6328 Remote Similarity NPD6640 Phase 3
0.6299 Remote Similarity NPD7987 Approved
0.6299 Remote Similarity NPD7912 Approved
0.6299 Remote Similarity NPD7986 Approved
0.6299 Remote Similarity NPD7911 Approved
0.626 Remote Similarity NPD6421 Discontinued
0.6231 Remote Similarity NPD8174 Phase 2
0.623 Remote Similarity NPD5781 Clinical (unspecified phase)
0.622 Remote Similarity NPD7632 Discontinued
0.6202 Remote Similarity NPD8040 Discontinued
0.6202 Remote Similarity NPD7333 Discontinued
0.6176 Remote Similarity NPD7328 Approved
0.6176 Remote Similarity NPD7327 Approved
0.6159 Remote Similarity NPD8380 Approved
0.6159 Remote Similarity NPD8379 Approved
0.6159 Remote Similarity NPD8335 Approved
0.6159 Remote Similarity NPD8378 Approved
0.6159 Remote Similarity NPD8296 Approved
0.6154 Remote Similarity NPD7989 Approved
0.6154 Remote Similarity NPD7990 Approved
0.6148 Remote Similarity NPD7637 Suspended
0.6131 Remote Similarity NPD7516 Approved
0.6087 Remote Similarity NPD8294 Approved
0.6087 Remote Similarity NPD8377 Approved
0.6081 Remote Similarity NPD6333 Approved
0.6081 Remote Similarity NPD6334 Approved
0.6078 Remote Similarity NPD7625 Phase 1
0.6077 Remote Similarity NPD6920 Discontinued
0.6069 Remote Similarity NPD8338 Approved
0.6063 Remote Similarity NPD6404 Discontinued
0.6048 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6048 Remote Similarity NPD7748 Approved
0.6043 Remote Similarity NPD8033 Approved
0.6039 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7525 Registered
0.6017 Remote Similarity NPD6695 Phase 3
0.6016 Remote Similarity NPD8034 Phase 2
0.6016 Remote Similarity NPD8035 Phase 2
0.6015 Remote Similarity NPD6420 Discontinued
0.6014 Remote Similarity NPD8336 Approved
0.6014 Remote Similarity NPD8337 Approved
0.5987 Remote Similarity NPD2174 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6399 Phase 3
0.5966 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7122 Discontinued
0.595 Remote Similarity NPD7750 Discontinued
0.5946 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6921 Approved
0.592 Remote Similarity NPD5707 Approved
0.5906 Remote Similarity NPD7902 Approved
0.5868 Remote Similarity NPD8308 Discontinued
0.5865 Remote Similarity NPD6415 Discontinued
0.5859 Remote Similarity NPD4225 Approved
0.5854 Remote Similarity NPD6051 Approved
0.585 Remote Similarity NPD8449 Approved
0.5833 Remote Similarity NPD6675 Approved
0.5833 Remote Similarity NPD4211 Phase 1
0.5833 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD7128 Approved
0.5833 Remote Similarity NPD6402 Approved
0.5821 Remote Similarity NPD6413 Approved
0.582 Remote Similarity NPD7524 Approved
0.5812 Remote Similarity NPD6929 Approved
0.5812 Remote Similarity NPD7645 Phase 2
0.5811 Remote Similarity NPD8450 Suspended
0.5785 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5782 Remote Similarity NPD7260 Phase 2
0.5781 Remote Similarity NPD7919 Phase 3
0.5781 Remote Similarity NPD7920 Phase 3
0.5776 Remote Similarity NPD8144 Approved
0.5776 Remote Similarity NPD8143 Approved
0.5772 Remote Similarity NPD8415 Approved
0.5764 Remote Similarity NPD7507 Approved
0.5763 Remote Similarity NPD6930 Phase 2
0.5763 Remote Similarity NPD6931 Approved
0.5763 Remote Similarity NPD7332 Phase 2
0.576 Remote Similarity NPD7515 Phase 2
0.5755 Remote Similarity NPD7115 Discovery
0.5753 Remote Similarity NPD7319 Approved
0.5748 Remote Similarity NPD7991 Discontinued
0.5746 Remote Similarity NPD7320 Approved
0.5746 Remote Similarity NPD6881 Approved
0.5746 Remote Similarity NPD6899 Approved
0.5736 Remote Similarity NPD8088 Phase 1
0.5735 Remote Similarity NPD8130 Phase 1
0.5734 Remote Similarity NPD7604 Phase 2
0.5704 Remote Similarity NPD6372 Approved
0.5704 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5704 Remote Similarity NPD6373 Approved
0.5704 Remote Similarity NPD7503 Approved
0.5694 Remote Similarity NPD8299 Approved
0.5694 Remote Similarity NPD8341 Approved
0.5694 Remote Similarity NPD8340 Approved
0.5694 Remote Similarity NPD8342 Approved
0.5693 Remote Similarity NPD8297 Approved
0.5693 Remote Similarity NPD7337 Clinical (unspecified phase)
0.5693 Remote Similarity NPD7336 Phase 2
0.5693 Remote Similarity NPD7335 Phase 2
0.5691 Remote Similarity NPD4751 Clinical (unspecified phase)
0.568 Remote Similarity NPD3168 Discontinued
0.5672 Remote Similarity NPD5701 Approved
0.5672 Remote Similarity NPD5697 Approved
0.5669 Remote Similarity NPD7900 Approved
0.5669 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5662 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5662 Remote Similarity NPD7102 Approved
0.5662 Remote Similarity NPD7290 Approved
0.5662 Remote Similarity NPD6883 Approved
0.5659 Remote Similarity NPD6083 Phase 2
0.5659 Remote Similarity NPD6084 Phase 2
0.5655 Remote Similarity NPD8273 Phase 1
0.5649 Remote Similarity NPD5344 Discontinued
0.5641 Remote Similarity NPD6925 Approved
0.5641 Remote Similarity NPD5776 Phase 2
0.5638 Remote Similarity NPD6845 Suspended
0.5635 Remote Similarity NPD7087 Discontinued
0.563 Remote Similarity NPD7514 Phase 3
0.563 Remote Similarity NPD6686 Approved
0.562 Remote Similarity NPD6650 Approved
0.562 Remote Similarity NPD6869 Approved
0.562 Remote Similarity NPD6649 Approved
0.562 Remote Similarity NPD6617 Approved
0.562 Remote Similarity NPD6847 Approved
0.5616 Remote Similarity NPD8074 Phase 3
0.5608 Remote Similarity NPD8392 Approved
0.5608 Remote Similarity NPD8390 Approved
0.5608 Remote Similarity NPD8391 Approved
0.5606 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5603 Remote Similarity NPD6942 Approved
0.5603 Remote Similarity NPD7339 Approved
0.56 Remote Similarity NPD5328 Approved

Structure

External Identifiers

PubChem CID   44358121
ChEMBL   CHEMBL342245
ZINC  

Physicochemical Properties

Molecular Weight:  542.37
ALogP:  2.1549
MLogP:  4.21
XLogP:  6.657
# Rotatable Bonds:  18
Polar Surface Area:  88.43
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  39

Download Data

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