Natural Product: NPC90150

Natural Product ID:  NPC90150
Common Name:   (+)-Pachysamine B
IUPAC Name:   N-[(3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-N,3-dimethylbut-2-enamide
Synonyms:  
Molecular Formula:   C29H50N2O
Standard InCHIKey:  AMPGFGUJCWGBEW-BXEZMNAOSA-N
Standard InCHI:  InChI=1S/C29H50N2O/c1-19(2)17-27(32)31(8)22-13-15-28(4)21(18-22)9-10-23-25-12-11-24(20(3)30(6)7)29(25,5)16-14-26(23)28/h17,20-26H,9-16,18H2,1-8H3/t20-,21-,22+,23-,24+,25-,26-,28-,29+/m0/s1
Canonical SMILES:  CC(=CC(=O)N([C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)C)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
NPO25707 Euchaeta russelli Species Euchaetidae Eukaryota UNPD*
NPO4994 Pachysandra procumbens Species Buxaceae Eukaryota PMID[9784163]
NPO26471 Lenormandia smithiae Species Rhodomelaceae Eukaryota UNPD*
NPO26372 Sarcandra hainanensis Species Chloranthaceae Eukaryota UNPD*
NPO26556 Pterocephalus pinardi Species Caprifoliaceae Eukaryota UNPD*
NPO23214 Drosera congolana Species Droseraceae Eukaryota UNPD*
NPO26673 Casearia ilicifolia Species Salicaceae Eukaryota UNPD*
NPO26204 Arisaema curvatum Species Araceae Eukaryota UNPD*
NPO18582 Cosmospora butyri Species Nectriaceae Eukaryota UNPD*
NPO26423 Scaevola racemigera Species Goodeniaceae Eukaryota UNPD*
NPO26446 Lecanora frustulosa Species Lecanoraceae Eukaryota UNPD*
NPO26156 Mahurea palustris Species Calophyllaceae Eukaryota UNPD*
NPO23047 Streptomyces griseoviridis Species Streptomycetaceae Bacteria UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3844 Protein Complex Anti-estrogen binding site (AEBS) Homo sapiens IC50 = 600 nM 9784163

  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 NPC90150 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
0.9494 High Similarity NPC147513
0.9136 High Similarity NPC157479
0.8667 High Similarity NPC473442
0.8667 High Similarity NPC120167
0.8642 High Similarity NPC215474
0.8353 Intermediate Similarity NPC43308
0.8125 Intermediate Similarity NPC25110
0.7647 Intermediate Similarity NPC257962
0.75 Intermediate Similarity NPC311769
0.75 Intermediate Similarity NPC182106
0.7439 Intermediate Similarity NPC476904
0.7407 Intermediate Similarity NPC21773
0.7333 Intermediate Similarity NPC21781
0.7303 Intermediate Similarity NPC34811
0.7303 Intermediate Similarity NPC152684
0.7273 Intermediate Similarity NPC470596
0.7262 Intermediate Similarity NPC7214
0.7253 Intermediate Similarity NPC259252
0.7209 Intermediate Similarity NPC211322
0.7195 Intermediate Similarity NPC265789
0.716 Intermediate Similarity NPC245223
0.7079 Intermediate Similarity NPC171639
0.7075 Intermediate Similarity NPC246904
0.7059 Intermediate Similarity NPC470595
0.7053 Intermediate Similarity NPC476754
0.697 Remote Similarity NPC474001
0.6966 Remote Similarity NPC472312
0.6962 Remote Similarity NPC53276
0.6951 Remote Similarity NPC124384
0.6875 Remote Similarity NPC469970
0.6854 Remote Similarity NPC152039
0.6854 Remote Similarity NPC329782
0.6854 Remote Similarity NPC118329
0.6771 Remote Similarity NPC476753
0.6771 Remote Similarity NPC476752
0.6771 Remote Similarity NPC93027
0.6765 Remote Similarity NPC476921
0.6744 Remote Similarity NPC125828
0.6742 Remote Similarity NPC12035
0.6733 Remote Similarity NPC58200
0.6667 Remote Similarity NPC474122
0.6667 Remote Similarity NPC166458
0.6634 Remote Similarity NPC476922
0.6627 Remote Similarity NPC271640
0.66 Remote Similarity NPC140685
0.6571 Remote Similarity NPC476918
0.6569 Remote Similarity NPC152718
0.6559 Remote Similarity NPC75810
0.6545 Remote Similarity NPC473573
0.6522 Remote Similarity NPC21667
0.65 Remote Similarity NPC292819
0.641 Remote Similarity NPC79698
0.6408 Remote Similarity NPC226509
0.64 Remote Similarity NPC476903
0.6395 Remote Similarity NPC110615
0.6381 Remote Similarity NPC36497
0.6381 Remote Similarity NPC476926
0.6337 Remote Similarity NPC184033
0.6296 Remote Similarity NPC63511
0.6289 Remote Similarity NPC249312
0.6286 Remote Similarity NPC469958
0.6262 Remote Similarity NPC476919
0.6262 Remote Similarity NPC476920
0.625 Remote Similarity NPC476755
0.625 Remote Similarity NPC470592
0.6226 Remote Similarity NPC86906
0.6226 Remote Similarity NPC476328
0.6226 Remote Similarity NPC230677
0.6214 Remote Similarity NPC477964
0.6211 Remote Similarity NPC24733
0.6163 Remote Similarity NPC138409
0.6148 Remote Similarity NPC126458
0.6147 Remote Similarity NPC472313
0.6118 Remote Similarity NPC176107
0.6111 Remote Similarity NPC476276
0.6111 Remote Similarity NPC159367
0.6098 Remote Similarity NPC473962
0.6091 Remote Similarity NPC143173
0.6087 Remote Similarity NPC127430
0.6087 Remote Similarity NPC120699
0.6075 Remote Similarity NPC55462
0.6064 Remote Similarity NPC283277
0.6061 Remote Similarity NPC84171
0.6053 Remote Similarity NPC474006
0.6036 Remote Similarity NPC469968
0.6036 Remote Similarity NPC80834
0.6036 Remote Similarity NPC474452
0.6024 Remote Similarity NPC477740
0.6019 Remote Similarity NPC167419
0.6 Remote Similarity NPC92327
0.6 Remote Similarity NPC72753
0.6 Remote Similarity NPC77703
0.6 Remote Similarity NPC474582
0.598 Remote Similarity NPC311164
0.598 Remote Similarity NPC272732
0.5962 Remote Similarity NPC91604
0.5946 Remote Similarity NPC474459
0.5946 Remote Similarity NPC79238
0.5946 Remote Similarity NPC66862
0.5943 Remote Similarity NPC50815
0.5943 Remote Similarity NPC471083
0.5938 Remote Similarity NPC57163
0.5938 Remote Similarity NPC116881
0.5934 Remote Similarity NPC476308
0.5926 Remote Similarity NPC324944
0.5926 Remote Similarity NPC474695
0.5922 Remote Similarity NPC247220
0.5909 Remote Similarity NPC282593
0.5909 Remote Similarity NPC159577
0.5909 Remote Similarity NPC35734
0.5905 Remote Similarity NPC275686
0.5905 Remote Similarity NPC135799
0.5904 Remote Similarity NPC219621
0.5897 Remote Similarity NPC472828
0.5893 Remote Similarity NPC124358
0.5888 Remote Similarity NPC241879
0.5877 Remote Similarity NPC165396
0.5872 Remote Similarity NPC25340
0.5872 Remote Similarity NPC476756
0.5872 Remote Similarity NPC244982
0.587 Remote Similarity NPC308050
0.5865 Remote Similarity NPC474164
0.5865 Remote Similarity NPC140300
0.5843 Remote Similarity NPC476329
0.5843 Remote Similarity NPC115023
0.5824 Remote Similarity NPC293803
0.5816 Remote Similarity NPC56107
0.5806 Remote Similarity NPC39308
0.5802 Remote Similarity NPC173815
0.5794 Remote Similarity NPC247060
0.5789 Remote Similarity NPC109533
0.5783 Remote Similarity NPC317778
0.578 Remote Similarity NPC233256
0.578 Remote Similarity NPC195841
0.5778 Remote Similarity NPC303613
0.5778 Remote Similarity NPC474228
0.5778 Remote Similarity NPC251705
0.5773 Remote Similarity NPC135639
0.5773 Remote Similarity NPC207048
0.5773 Remote Similarity NPC143344
0.5773 Remote Similarity NPC61321
0.5773 Remote Similarity NPC234822
0.5773 Remote Similarity NPC78058
0.5766 Remote Similarity NPC175585
0.5758 Remote Similarity NPC21035
0.5747 Remote Similarity NPC476135
0.5743 Remote Similarity NPC312637
0.5741 Remote Similarity NPC90538
0.573 Remote Similarity NPC214770
0.573 Remote Similarity NPC307176
0.573 Remote Similarity NPC477856
0.5714 Remote Similarity NPC477459
0.5714 Remote Similarity NPC472359
0.5714 Remote Similarity NPC477461
0.5701 Remote Similarity NPC118275
0.5682 Remote Similarity NPC20610
0.5679 Remote Similarity NPC318036
0.5667 Remote Similarity NPC234707
0.5652 Remote Similarity NPC255650
0.5648 Remote Similarity NPC176012
0.5647 Remote Similarity NPC474435
0.5647 Remote Similarity NPC474027
0.5644 Remote Similarity NPC323156
0.5632 Remote Similarity NPC37792
0.5632 Remote Similarity NPC43300
0.5632 Remote Similarity NPC168824
0.5632 Remote Similarity NPC107704
0.5632 Remote Similarity NPC96812
0.5632 Remote Similarity NPC39462
0.5632 Remote Similarity NPC176171
0.5632 Remote Similarity NPC189917
0.5631 Remote Similarity NPC247316
0.5619 Remote Similarity NPC289140
0.5618 Remote Similarity NPC182815
0.5618 Remote Similarity NPC139397
0.5618 Remote Similarity NPC477857
0.5618 Remote Similarity NPC184919
0.5614 Remote Similarity NPC56796
0.5604 Remote Similarity NPC470045
0.5604 Remote Similarity NPC470044

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC90150 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
0.7412 Intermediate Similarity NPD7155 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6934 Discontinued
0.6023 Remote Similarity NPD5365 Phase 2
0.5926 Remote Similarity NPD7333 Discontinued
0.5893 Remote Similarity NPD8078 Approved
0.5893 Remote Similarity NPD8077 Approved
0.5882 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5739 Remote Similarity NPD7755 Approved
0.5739 Remote Similarity NPD7754 Approved
0.573 Remote Similarity NPD4747 Approved
0.5728 Remote Similarity NPD5771 Approved
0.5684 Remote Similarity NPD3155 Clinical (unspecified phase)
0.5625 Remote Similarity NPD3727 Discontinued
0.5619 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5618 Remote Similarity NPD4137 Phase 3

Structure

External Identifiers

PubChem CID   12313879
ChEMBL   CHEMBL464782
ZINC  

Physicochemical Properties

Molecular Weight:  442.39
ALogP:  2.0132
MLogP:  4.32
XLogP:  8.197
# Rotatable Bonds:  13
Polar Surface Area:  23.55
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  32

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs