Natural Product: NPC21773

Natural Product ID:  NPC21773
Common Name:   (3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-N,N,10,13-Tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Amine
IUPAC Name:   (3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine
Synonyms:  
Molecular Formula:   C25H44N2
Standard InCHIKey:  YTNIUPZRMQLHNV-XSIUSZODSA-N
Standard InCHI:  InChI=1S/C25H44N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h8,17,19-23H,9-16H2,1-7H3/t17-,19-,20-,21+,22-,23-,24-,25+/m0/s1
Canonical SMILES:  CN([C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](N(C)C)C)C)C1)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
NPO13898 Typhonium flagelliforme Species Araceae Eukaryota UNPD*
NPO805 Myrmicaria opaciventris Species Formicidae Eukaryota UNPD*
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota PMID[14643329]
NPO11334 Rubus moluccanus Species Rosaceae Eukaryota UNPD*
NPO11073 Alpinia formosana Species Zingiberaceae Eukaryota UNPD*
NPO14603 Flindersia australis Species Rutaceae Eukaryota UNPD*
NPO9025 Croton balsamifer Species Euphorbiaceae Eukaryota UNPD*
NPO14583 Elsholtzia stauntonii Species Lamiaceae Eukaryota UNPD*
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota UNPD*
NPO8641 Haemanthus tigrinus Species Amaryllidaceae Eukaryota UNPD*
NPO4862 Westiellopsis prolifica Species Hapalosiphonaceae Bacteria UNPD*
NPO21147 Anisocycla grandidieri Species Menispermaceae Eukaryota UNPD*
NPO765 Holarrhena pubescens Species Apocynaceae Eukaryota UNPD*
NPO14386 Piper hostmannianum Species Piperaceae Eukaryota UNPD*
NPO12589 Heliotropium angiospermum Species Heliotropiaceae Eukaryota UNPD*
NPO10834 Protea compacta Species Proteaceae Eukaryota UNPD*
NPO1421 Papaver hybrid Species Papaveraceae Eukaryota UNPD*
NPO11532 Bidens parviflora Species Asteraceae Eukaryota UNPD*
NPO3577 Bambusa tulda Species Poaceae Eukaryota UNPD*
NPO13993 Dimelaena thysanota Species Caliciaceae Eukaryota UNPD*
NPO13117 Asparagus setaceus Species Asparagaceae Eukaryota UNPD*
NPO6627 Pinus bungeana Species Pinaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 39810.72 nM 14643329

  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 NPC21773 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
0.9706 High Similarity NPC476904
0.9429 High Similarity NPC7214
0.9412 High Similarity NPC265789
0.88 High Similarity NPC118329
0.88 High Similarity NPC152039
0.875 High Similarity NPC125828
0.8684 High Similarity NPC215474
0.8667 High Similarity NPC12035
0.8571 High Similarity NPC171639
0.8553 High Similarity NPC329782
0.8533 High Similarity NPC211322
0.8442 Intermediate Similarity NPC472312
0.8312 Intermediate Similarity NPC474122
0.8125 Intermediate Similarity NPC24733
0.7975 Intermediate Similarity NPC283277
0.7901 Intermediate Similarity NPC152684
0.7901 Intermediate Similarity NPC147513
0.7901 Intermediate Similarity NPC75810
0.7805 Intermediate Similarity NPC157479
0.7805 Intermediate Similarity NPC166458
0.7794 Intermediate Similarity NPC21781
0.7571 Intermediate Similarity NPC219621
0.747 Intermediate Similarity NPC182106
0.747 Intermediate Similarity NPC311769
0.7439 Intermediate Similarity NPC21667
0.7416 Intermediate Similarity NPC476903
0.7407 Intermediate Similarity NPC90150
0.7407 Intermediate Similarity NPC257962
0.7391 Intermediate Similarity NPC472830
0.7361 Intermediate Similarity NPC53276
0.726 Intermediate Similarity NPC469970
0.7253 Intermediate Similarity NPC140685
0.7209 Intermediate Similarity NPC259252
0.7206 Intermediate Similarity NPC123194
0.7183 Intermediate Similarity NPC317778
0.7162 Intermediate Similarity NPC37792
0.7143 Intermediate Similarity NPC469769
0.7105 Intermediate Similarity NPC184919
0.7105 Intermediate Similarity NPC138409
0.7093 Intermediate Similarity NPC43308
0.7079 Intermediate Similarity NPC93027
0.7045 Intermediate Similarity NPC84171
0.7042 Intermediate Similarity NPC472827
0.7021 Intermediate Similarity NPC152718
0.7021 Intermediate Similarity NPC58200
0.7021 Intermediate Similarity NPC471083
0.7 Intermediate Similarity NPC476308
0.7 Intermediate Similarity NPC259989
0.7 Intermediate Similarity NPC475696
0.7 Intermediate Similarity NPC474415
0.7 Intermediate Similarity NPC174803
0.7 Intermediate Similarity NPC474528
0.6986 Remote Similarity NPC474086
0.6974 Remote Similarity NPC271640
0.6944 Remote Similarity NPC311809
0.6923 Remote Similarity NPC272732
0.6923 Remote Similarity NPC311164
0.6915 Remote Similarity NPC474582
0.6901 Remote Similarity NPC324944
0.6883 Remote Similarity NPC245223
0.6883 Remote Similarity NPC124384
0.6882 Remote Similarity NPC91604
0.6842 Remote Similarity NPC226509
0.6842 Remote Similarity NPC50815
0.6818 Remote Similarity NPC17518
0.6818 Remote Similarity NPC22765
0.6813 Remote Similarity NPC476754
0.6809 Remote Similarity NPC135799
0.6809 Remote Similarity NPC275686
0.6806 Remote Similarity NPC474454
0.6806 Remote Similarity NPC474420
0.6806 Remote Similarity NPC475716
0.6806 Remote Similarity NPC474455
0.6804 Remote Similarity NPC86906
0.6795 Remote Similarity NPC473442
0.6795 Remote Similarity NPC120167
0.6774 Remote Similarity NPC184033
0.6774 Remote Similarity NPC140300
0.6774 Remote Similarity NPC167419
0.6774 Remote Similarity NPC474164
0.6771 Remote Similarity NPC241879
0.6761 Remote Similarity NPC470369
0.6761 Remote Similarity NPC173815
0.6761 Remote Similarity NPC474457
0.6761 Remote Similarity NPC470370
0.6757 Remote Similarity NPC145715
0.6757 Remote Similarity NPC472544
0.6742 Remote Similarity NPC249312
0.6735 Remote Similarity NPC25340
0.6714 Remote Similarity NPC469770
0.6709 Remote Similarity NPC476329
0.6703 Remote Similarity NPC476752
0.6703 Remote Similarity NPC476753
0.6701 Remote Similarity NPC469958
0.6667 Remote Similarity NPC231129
0.6667 Remote Similarity NPC473959
0.6667 Remote Similarity NPC127944
0.6667 Remote Similarity NPC247060
0.6667 Remote Similarity NPC472828
0.6667 Remote Similarity NPC159367
0.6633 Remote Similarity NPC474695
0.6633 Remote Similarity NPC230677
0.6623 Remote Similarity NPC176107
0.662 Remote Similarity NPC318036
0.6598 Remote Similarity NPC90538
0.6582 Remote Similarity NPC472543
0.6575 Remote Similarity NPC82919
0.6562 Remote Similarity NPC118275
0.6562 Remote Similarity NPC474001
0.6538 Remote Similarity NPC20610
0.6495 Remote Similarity NPC176012
0.6494 Remote Similarity NPC474456
0.6494 Remote Similarity NPC92327
0.6489 Remote Similarity NPC289140
0.6479 Remote Similarity NPC470893
0.6471 Remote Similarity NPC200129
0.6471 Remote Similarity NPC79238
0.6465 Remote Similarity NPC233256
0.6465 Remote Similarity NPC55462
0.6465 Remote Similarity NPC195841
0.6456 Remote Similarity NPC472831
0.6456 Remote Similarity NPC182815
0.6452 Remote Similarity NPC280710
0.6452 Remote Similarity NPC243985
0.6447 Remote Similarity NPC476559
0.6429 Remote Similarity NPC474583
0.6418 Remote Similarity NPC124851
0.6408 Remote Similarity NPC56796
0.6404 Remote Similarity NPC56107
0.64 Remote Similarity NPC46981
0.6386 Remote Similarity NPC25110
0.6375 Remote Similarity NPC159577
0.6375 Remote Similarity NPC35734
0.6375 Remote Similarity NPC282593
0.6375 Remote Similarity NPC475728
0.6373 Remote Similarity NPC472313
0.6364 Remote Similarity NPC212874
0.6364 Remote Similarity NPC471867
0.6364 Remote Similarity NPC86683
0.6364 Remote Similarity NPC49088
0.6351 Remote Similarity NPC28755
0.6351 Remote Similarity NPC152211
0.6311 Remote Similarity NPC474459
0.6296 Remote Similarity NPC470078
0.6296 Remote Similarity NPC115023
0.6269 Remote Similarity NPC323445
0.625 Remote Similarity NPC474452
0.625 Remote Similarity NPC240650
0.622 Remote Similarity NPC251705
0.622 Remote Similarity NPC474228
0.622 Remote Similarity NPC303613
0.6214 Remote Similarity NPC472359
0.6203 Remote Similarity NPC476135
0.62 Remote Similarity NPC119329
0.6197 Remote Similarity NPC474416
0.6173 Remote Similarity NPC307176
0.6173 Remote Similarity NPC214770
0.6173 Remote Similarity NPC477856
0.6136 Remote Similarity NPC224072
0.6125 Remote Similarity NPC160209
0.6122 Remote Similarity NPC239768
0.6122 Remote Similarity NPC128698
0.6117 Remote Similarity NPC175585
0.6104 Remote Similarity NPC477740
0.61 Remote Similarity NPC98765
0.6098 Remote Similarity NPC234707
0.6095 Remote Similarity NPC80834
0.6095 Remote Similarity NPC469968
0.6076 Remote Similarity NPC323005
0.6076 Remote Similarity NPC176171
0.6075 Remote Similarity NPC246904
0.6071 Remote Similarity NPC141071
0.6071 Remote Similarity NPC285893
0.6071 Remote Similarity NPC288035
0.6071 Remote Similarity NPC471723
0.6071 Remote Similarity NPC136188
0.6071 Remote Similarity NPC22105
0.6071 Remote Similarity NPC304309
0.6071 Remote Similarity NPC293803
0.6071 Remote Similarity NPC28657
0.6071 Remote Similarity NPC230301
0.6071 Remote Similarity NPC257347
0.6071 Remote Similarity NPC134847
0.6071 Remote Similarity NPC162742
0.6061 Remote Similarity NPC192529
0.6058 Remote Similarity NPC63511
0.6049 Remote Similarity NPC139397
0.604 Remote Similarity NPC475239
0.6038 Remote Similarity NPC478137
0.6026 Remote Similarity NPC476682
0.6024 Remote Similarity NPC470044
0.6024 Remote Similarity NPC470045
0.6019 Remote Similarity NPC473573
0.6 Remote Similarity NPC476681
0.6 Remote Similarity NPC300324
0.6 Remote Similarity NPC476755
0.6 Remote Similarity NPC129165
0.6 Remote Similarity NPC244488
0.6 Remote Similarity NPC474463
0.6 Remote Similarity NPC69408

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC21773 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
0.7237 Intermediate Similarity NPD6939 Phase 2
0.7237 Intermediate Similarity NPD6938 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5365 Phase 2
0.6452 Remote Similarity NPD5771 Approved
0.6296 Remote Similarity NPD4243 Approved
0.6277 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6173 Remote Similarity NPD4747 Approved
0.6145 Remote Similarity NPD4784 Approved
0.6145 Remote Similarity NPD4785 Approved
0.6125 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6111 Remote Similarity NPD3727 Discontinued
0.6071 Remote Similarity NPD6942 Approved
0.6071 Remote Similarity NPD7339 Approved
0.6049 Remote Similarity NPD4137 Phase 3
0.6 Remote Similarity NPD4834 Discontinued
0.5977 Remote Similarity NPD7155 Clinical (unspecified phase)
0.5976 Remote Similarity NPD4691 Approved
0.5952 Remote Similarity NPD5733 Approved
0.5882 Remote Similarity NPD5275 Approved
0.5882 Remote Similarity NPD4190 Phase 3
0.5843 Remote Similarity NPD3035 Approved
0.5824 Remote Similarity NPD4544 Approved
0.5816 Remote Similarity NPD5963 Phase 2
0.5816 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5816 Remote Similarity NPD5964 Phase 2
0.5789 Remote Similarity NPD3344 Approved
0.5789 Remote Similarity NPD3346 Approved
0.5778 Remote Similarity NPD4701 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4170 Approved
0.5778 Remote Similarity NPD4169 Approved
0.5765 Remote Similarity NPD4687 Approved
0.5765 Remote Similarity NPD4058 Approved
0.5761 Remote Similarity NPD2208 Approved
0.5761 Remote Similarity NPD2205 Approved
0.5745 Remote Similarity NPD4722 Approved
0.5745 Remote Similarity NPD4723 Approved
0.5714 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5379 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5276 Approved
0.5699 Remote Similarity NPD4636 Approved
0.5699 Remote Similarity NPD3099 Discontinued
0.5694 Remote Similarity NPD5793 Discontinued
0.5673 Remote Similarity NPD7333 Discontinued
0.5672 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5663 Remote Similarity NPD6923 Approved
0.5663 Remote Similarity NPD6922 Approved
0.5648 Remote Similarity NPD7337 Clinical (unspecified phase)
0.5648 Remote Similarity NPD7335 Phase 2
0.5648 Remote Similarity NPD7336 Phase 2
0.5634 Remote Similarity NPD8262 Approved
0.5632 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5618 Remote Similarity NPD4195 Approved
0.5612 Remote Similarity NPD2878 Approved
0.5612 Remote Similarity NPD3980 Approved
0.5612 Remote Similarity NPD3982 Approved

Structure

External Identifiers

PubChem CID   442979
ChEMBL   CHEMBL344384
ZINC  

Physicochemical Properties

Molecular Weight:  372.35
ALogP:  1.2503
MLogP:  3.99
XLogP:  6.265
# Rotatable Bonds:  10
Polar Surface Area:  6.48
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  27

Download Data

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