Natural Product: NPC474954

Natural Product ID:  NPC474954
Common Name:   (1S,1As,1Br,3Ar,4S,7Ar,7Bs,9As)-1,4-Bis(Hydroxymethyl)-4,7A,9A-Trimethyl-1A,1B,2,3,3A,5,6,7,7B,8-Decahydro-1H-Cyclopropa[A]Phenanthren-9-One
IUPAC Name:   (1S,1aS,1bR,3aR,4S,7aR,7bS,9aS)-1,4-bis(hydroxymethyl)-4,7a,9a-trimethyl-1a,1b,2,3,3a,5,6,7,7b,8-decahydro-1H-cyclopropa[a]phenanthren-9-one
Synonyms:  
Molecular Formula:   C20H32O3
Standard InCHIKey:  CVGNCBYJLNGWJT-IZFMTULVSA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-18(11-22)7-4-8-19(2)13-9-16(23)20(3)14(10-21)17(20)12(13)5-6-15(18)19/h12-15,17,21-22H,4-11H2,1-3H3/t12-,13+,14+,15+,17+,18-,19-,20+/m1/s1
Canonical SMILES:  OC[C@H]1[C@H]2[C@]1(C)C(=O)C[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CCC[C@]2(C)CO
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
NPO10318 Myrospermum frutescens Species Fabaceae Eukaryota PMID[15497945]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 433000 nM 17477572

  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 NPC474954 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
0.913 High Similarity NPC179858
0.8806 High Similarity NPC260319
0.8806 High Similarity NPC180777
0.8806 High Similarity NPC103647
0.8806 High Similarity NPC2568
0.8696 High Similarity NPC473267
0.8592 High Similarity NPC21220
0.8592 High Similarity NPC125767
0.8592 High Similarity NPC273366
0.8472 Intermediate Similarity NPC472486
0.8472 Intermediate Similarity NPC472487
0.8451 Intermediate Similarity NPC168511
0.8451 Intermediate Similarity NPC159325
0.8429 Intermediate Similarity NPC151018
0.8429 Intermediate Similarity NPC156277
0.8429 Intermediate Similarity NPC58057
0.8429 Intermediate Similarity NPC320549
0.8429 Intermediate Similarity NPC89310
0.8429 Intermediate Similarity NPC290058
0.8406 Intermediate Similarity NPC213178
0.8406 Intermediate Similarity NPC131892
0.8406 Intermediate Similarity NPC6120
0.8406 Intermediate Similarity NPC324607
0.8406 Intermediate Similarity NPC327728
0.8406 Intermediate Similarity NPC321732
0.8382 Intermediate Similarity NPC472984
0.8356 Intermediate Similarity NPC264602
0.8356 Intermediate Similarity NPC475031
0.831 Intermediate Similarity NPC232112
0.831 Intermediate Similarity NPC477229
0.831 Intermediate Similarity NPC81759
0.831 Intermediate Similarity NPC282905
0.831 Intermediate Similarity NPC68426
0.831 Intermediate Similarity NPC310766
0.8286 Intermediate Similarity NPC477850
0.8286 Intermediate Similarity NPC476731
0.8219 Intermediate Similarity NPC108840
0.8219 Intermediate Similarity NPC5767
0.8219 Intermediate Similarity NPC475742
0.8194 Intermediate Similarity NPC130011
0.8194 Intermediate Similarity NPC472854
0.8194 Intermediate Similarity NPC133922
0.8194 Intermediate Similarity NPC254340
0.8143 Intermediate Similarity NPC252032
0.8143 Intermediate Similarity NPC476734
0.8143 Intermediate Similarity NPC474962
0.8143 Intermediate Similarity NPC319671
0.8143 Intermediate Similarity NPC469941
0.8133 Intermediate Similarity NPC52951
0.8108 Intermediate Similarity NPC221420
0.8108 Intermediate Similarity NPC23884
0.8082 Intermediate Similarity NPC174964
0.8082 Intermediate Similarity NPC267753
0.8082 Intermediate Similarity NPC159789
0.8082 Intermediate Similarity NPC472311
0.8082 Intermediate Similarity NPC97534
0.8082 Intermediate Similarity NPC195155
0.8028 Intermediate Similarity NPC477929
0.8 Intermediate Similarity NPC478228
0.8 Intermediate Similarity NPC469724
0.8 Intermediate Similarity NPC473225
0.8 Intermediate Similarity NPC470956
0.8 Intermediate Similarity NPC185465
0.8 Intermediate Similarity NPC281203
0.8 Intermediate Similarity NPC100917
0.8 Intermediate Similarity NPC31187
0.7945 Intermediate Similarity NPC280026
0.7945 Intermediate Similarity NPC167702
0.7922 Intermediate Similarity NPC469745
0.7917 Intermediate Similarity NPC478227
0.7895 Intermediate Similarity NPC320144
0.7895 Intermediate Similarity NPC472310
0.7867 Intermediate Similarity NPC149249
0.7867 Intermediate Similarity NPC472746
0.7857 Intermediate Similarity NPC130459
0.7857 Intermediate Similarity NPC474221
0.7857 Intermediate Similarity NPC478180
0.7838 Intermediate Similarity NPC212733
0.7838 Intermediate Similarity NPC24014
0.7838 Intermediate Similarity NPC27349
0.7826 Intermediate Similarity NPC469791
0.7821 Intermediate Similarity NPC317066
0.7821 Intermediate Similarity NPC477858
0.7808 Intermediate Similarity NPC474123
0.7792 Intermediate Similarity NPC477851
0.7792 Intermediate Similarity NPC470609
0.7778 Intermediate Similarity NPC108131
0.7763 Intermediate Similarity NPC472608
0.7763 Intermediate Similarity NPC26029
0.7733 Intermediate Similarity NPC4209
0.7722 Intermediate Similarity NPC472744
0.7714 Intermediate Similarity NPC42060
0.7703 Intermediate Similarity NPC477930
0.7692 Intermediate Similarity NPC77311
0.7692 Intermediate Similarity NPC50658
0.7692 Intermediate Similarity NPC12933
0.7671 Intermediate Similarity NPC469940
0.7671 Intermediate Similarity NPC472309
0.7671 Intermediate Similarity NPC247195
0.7662 Intermediate Similarity NPC201459
0.7662 Intermediate Similarity NPC476812
0.7639 Intermediate Similarity NPC64466
0.7632 Intermediate Similarity NPC207010
0.7632 Intermediate Similarity NPC317913
0.7632 Intermediate Similarity NPC298168
0.7632 Intermediate Similarity NPC106078
0.7632 Intermediate Similarity NPC477918
0.7632 Intermediate Similarity NPC143133
0.7632 Intermediate Similarity NPC476811
0.7632 Intermediate Similarity NPC477919
0.7632 Intermediate Similarity NPC180199
0.7625 Intermediate Similarity NPC474996
0.7606 Intermediate Similarity NPC41542
0.7595 Intermediate Similarity NPC30583
0.7595 Intermediate Similarity NPC328007
0.7595 Intermediate Similarity NPC61107
0.7595 Intermediate Similarity NPC289486
0.7571 Intermediate Similarity NPC19311
0.7571 Intermediate Similarity NPC230047
0.7568 Intermediate Similarity NPC475230
0.7532 Intermediate Similarity NPC324700
0.7532 Intermediate Similarity NPC476810
0.7532 Intermediate Similarity NPC34046
0.7532 Intermediate Similarity NPC476732
0.7532 Intermediate Similarity NPC171426
0.7532 Intermediate Similarity NPC80089
0.7532 Intermediate Similarity NPC224802
0.7532 Intermediate Similarity NPC199965
0.7531 Intermediate Similarity NPC62572
0.7531 Intermediate Similarity NPC76518
0.75 Intermediate Similarity NPC477933
0.75 Intermediate Similarity NPC477932
0.75 Intermediate Similarity NPC472498
0.75 Intermediate Similarity NPC475977
0.75 Intermediate Similarity NPC471046
0.75 Intermediate Similarity NPC327451
0.75 Intermediate Similarity NPC118800
0.7468 Intermediate Similarity NPC3915
0.7468 Intermediate Similarity NPC474484
0.7468 Intermediate Similarity NPC48756
0.7468 Intermediate Similarity NPC476071
0.7468 Intermediate Similarity NPC58631
0.7468 Intermediate Similarity NPC103754
0.7468 Intermediate Similarity NPC280781
0.7467 Intermediate Similarity NPC38426
0.7467 Intermediate Similarity NPC317212
0.7467 Intermediate Similarity NPC162164
0.7465 Intermediate Similarity NPC268736
0.7465 Intermediate Similarity NPC477931
0.7463 Intermediate Similarity NPC476735
0.7439 Intermediate Similarity NPC472745
0.7439 Intermediate Similarity NPC70661
0.7439 Intermediate Similarity NPC302111
0.7439 Intermediate Similarity NPC474448
0.7436 Intermediate Similarity NPC80891
0.7436 Intermediate Similarity NPC245029
0.7436 Intermediate Similarity NPC31302
0.7436 Intermediate Similarity NPC201276
0.7436 Intermediate Similarity NPC474113
0.7432 Intermediate Similarity NPC126642
0.7429 Intermediate Similarity NPC69149
0.7429 Intermediate Similarity NPC128608
0.7407 Intermediate Similarity NPC475745
0.7407 Intermediate Similarity NPC474482
0.7407 Intermediate Similarity NPC50438
0.7407 Intermediate Similarity NPC25037
0.7407 Intermediate Similarity NPC146683
0.7407 Intermediate Similarity NPC319909
0.7407 Intermediate Similarity NPC34984
0.7407 Intermediate Similarity NPC219535
0.7407 Intermediate Similarity NPC105895
0.7407 Intermediate Similarity NPC237938
0.7403 Intermediate Similarity NPC112463
0.7403 Intermediate Similarity NPC474404
0.7397 Intermediate Similarity NPC295788
0.7397 Intermediate Similarity NPC178541
0.7397 Intermediate Similarity NPC196197
0.7375 Intermediate Similarity NPC268040
0.7375 Intermediate Similarity NPC145143
0.7375 Intermediate Similarity NPC310989
0.7368 Intermediate Similarity NPC477934
0.7361 Intermediate Similarity NPC475884
0.7361 Intermediate Similarity NPC473230
0.7349 Intermediate Similarity NPC202937
0.7342 Intermediate Similarity NPC472853
0.7342 Intermediate Similarity NPC2482
0.7342 Intermediate Similarity NPC164999
0.7324 Intermediate Similarity NPC474380
0.7324 Intermediate Similarity NPC473276
0.7324 Intermediate Similarity NPC41577
0.7313 Intermediate Similarity NPC135438
0.7308 Intermediate Similarity NPC243594
0.7308 Intermediate Similarity NPC478128
0.7308 Intermediate Similarity NPC329117
0.7308 Intermediate Similarity NPC31031
0.7308 Intermediate Similarity NPC475725
0.7297 Intermediate Similarity NPC91369
0.7286 Intermediate Similarity NPC114891
0.7284 Intermediate Similarity NPC292458
0.7284 Intermediate Similarity NPC86370

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474954 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
0.8551 High Similarity NPD4245 Approved
0.8551 High Similarity NPD4789 Approved
0.8551 High Similarity NPD4244 Approved
0.8429 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8429 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD3698 Phase 2
0.8406 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8358 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD3703 Phase 2
0.8 Intermediate Similarity NPD5360 Phase 3
0.8 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD4224 Phase 2
0.7945 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6117 Approved
0.7671 Intermediate Similarity NPD6081 Approved
0.7632 Intermediate Similarity NPD6116 Phase 1
0.7532 Intermediate Similarity NPD3671 Phase 1
0.7532 Intermediate Similarity NPD6697 Approved
0.7532 Intermediate Similarity NPD6118 Approved
0.7532 Intermediate Similarity NPD6115 Approved
0.7532 Intermediate Similarity NPD6114 Approved
0.7432 Intermediate Similarity NPD4758 Discontinued
0.7432 Intermediate Similarity NPD5777 Approved
0.7368 Intermediate Similarity NPD3702 Approved
0.7284 Intermediate Similarity NPD4788 Approved
0.7089 Intermediate Similarity NPD5364 Discontinued
0.6988 Remote Similarity NPD4786 Approved
0.6951 Remote Similarity NPD3667 Approved
0.6905 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6866 Remote Similarity NPD615 Clinical (unspecified phase)
0.6824 Remote Similarity NPD3618 Phase 1
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6782 Remote Similarity NPD5328 Approved
0.6711 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3617 Approved
0.6629 Remote Similarity NPD6079 Approved
0.6629 Remote Similarity NPD7515 Phase 2
0.6623 Remote Similarity NPD4787 Phase 1
0.6618 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6444 Remote Similarity NPD8035 Phase 2
0.6444 Remote Similarity NPD8034 Phase 2
0.6404 Remote Similarity NPD4753 Phase 2
0.6389 Remote Similarity NPD3198 Approved
0.6374 Remote Similarity NPD6399 Phase 3
0.6353 Remote Similarity NPD4221 Approved
0.6353 Remote Similarity NPD4223 Phase 3
0.6344 Remote Similarity NPD4697 Phase 3
0.6324 Remote Similarity NPD3186 Phase 1
0.6322 Remote Similarity NPD5329 Approved
0.631 Remote Similarity NPD4695 Discontinued
0.6304 Remote Similarity NPD7748 Approved
0.6277 Remote Similarity NPD7902 Approved
0.6267 Remote Similarity NPD7909 Approved
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4629 Approved
0.6237 Remote Similarity NPD5210 Approved
0.6235 Remote Similarity NPD4692 Approved
0.6235 Remote Similarity NPD4139 Approved
0.6222 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3668 Phase 3
0.6207 Remote Similarity NPD4197 Approved
0.6196 Remote Similarity NPD4202 Approved
0.617 Remote Similarity NPD5220 Clinical (unspecified phase)
0.617 Remote Similarity NPD5221 Approved
0.617 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD6705 Phase 1
0.6111 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4755 Approved
0.6105 Remote Similarity NPD6083 Phase 2
0.6105 Remote Similarity NPD6084 Phase 2
0.6105 Remote Similarity NPD5173 Approved
0.6067 Remote Similarity NPD7146 Approved
0.6067 Remote Similarity NPD4690 Approved
0.6067 Remote Similarity NPD5330 Approved
0.6067 Remote Similarity NPD4689 Approved
0.6067 Remote Similarity NPD5205 Approved
0.6067 Remote Similarity NPD4688 Approved
0.6067 Remote Similarity NPD7521 Approved
0.6067 Remote Similarity NPD6409 Approved
0.6067 Remote Similarity NPD4623 Approved
0.6067 Remote Similarity NPD6684 Approved
0.6067 Remote Similarity NPD4519 Discontinued
0.6067 Remote Similarity NPD4693 Phase 3
0.6067 Remote Similarity NPD4138 Approved
0.6067 Remote Similarity NPD7334 Approved
0.6061 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6061 Remote Similarity NPD384 Approved
0.6061 Remote Similarity NPD385 Approved
0.6 Remote Similarity NPD7645 Phase 2
0.6 Remote Similarity NPD7614 Phase 1
0.5979 Remote Similarity NPD4700 Approved
0.5979 Remote Similarity NPD5286 Approved
0.5979 Remote Similarity NPD4696 Approved
0.5979 Remote Similarity NPD8418 Phase 2
0.5979 Remote Similarity NPD5285 Approved
0.5974 Remote Similarity NPD7341 Phase 2
0.5957 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7900 Approved
0.5934 Remote Similarity NPD6672 Approved
0.5934 Remote Similarity NPD5737 Approved
0.5934 Remote Similarity NPD6903 Approved
0.593 Remote Similarity NPD6928 Phase 2
0.593 Remote Similarity NPD7525 Registered
0.5918 Remote Similarity NPD5223 Approved
0.5909 Remote Similarity NPD634 Phase 3
0.5904 Remote Similarity NPD6942 Approved
0.5904 Remote Similarity NPD7339 Approved
0.5895 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5889 Remote Similarity NPD5690 Phase 2
0.5889 Remote Similarity NPD5280 Approved
0.5889 Remote Similarity NPD4694 Approved
0.5882 Remote Similarity NPD4776 Phase 2
0.5882 Remote Similarity NPD4777 Suspended
0.5882 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5876 Remote Similarity NPD5696 Approved
0.5875 Remote Similarity NPD3725 Approved
0.5875 Remote Similarity NPD3726 Approved
0.5859 Remote Similarity NPD5226 Approved
0.5859 Remote Similarity NPD5211 Phase 2
0.5859 Remote Similarity NPD4633 Approved
0.5859 Remote Similarity NPD5224 Approved
0.5859 Remote Similarity NPD5225 Approved
0.5851 Remote Similarity NPD5133 Approved
0.5842 Remote Similarity NPD6675 Approved
0.5842 Remote Similarity NPD6402 Approved
0.5842 Remote Similarity NPD6920 Discontinued
0.5842 Remote Similarity NPD7128 Approved
0.5842 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5825 Remote Similarity NPD6373 Approved
0.5825 Remote Similarity NPD6372 Approved
0.58 Remote Similarity NPD4754 Approved
0.58 Remote Similarity NPD5175 Approved
0.58 Remote Similarity NPD5174 Approved
0.5745 Remote Similarity NPD5284 Approved
0.5745 Remote Similarity NPD6411 Approved
0.5745 Remote Similarity NPD5281 Approved
0.5743 Remote Similarity NPD5141 Approved
0.5729 Remote Similarity NPD5695 Phase 3
0.5728 Remote Similarity NPD6899 Approved
0.5728 Remote Similarity NPD6881 Approved
0.5728 Remote Similarity NPD6415 Discontinued
0.5728 Remote Similarity NPD7320 Approved
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD6098 Approved
0.5714 Remote Similarity NPD6650 Approved
0.5698 Remote Similarity NPD4238 Approved
0.5698 Remote Similarity NPD4802 Phase 2
0.5686 Remote Similarity NPD4768 Approved
0.5686 Remote Similarity NPD4767 Approved
0.5682 Remote Similarity NPD1779 Approved
0.5682 Remote Similarity NPD1780 Approved
0.5679 Remote Similarity NPD4137 Phase 3
0.5673 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5672 Remote Similarity NPD386 Approved
0.5672 Remote Similarity NPD388 Approved
0.567 Remote Similarity NPD7732 Phase 3
0.5657 Remote Similarity NPD7639 Approved
0.5657 Remote Similarity NPD7640 Approved
0.5652 Remote Similarity NPD3573 Approved
0.5632 Remote Similarity NPD4195 Approved
0.5631 Remote Similarity NPD5697 Approved
0.5631 Remote Similarity NPD5701 Approved
0.5631 Remote Similarity NPD6412 Phase 2
0.5625 Remote Similarity NPD6001 Approved
0.5619 Remote Similarity NPD7102 Approved
0.5619 Remote Similarity NPD7290 Approved
0.5619 Remote Similarity NPD6883 Approved
0.561 Remote Similarity NPD4747 Approved
0.561 Remote Similarity NPD4691 Approved
0.5604 Remote Similarity NPD1696 Phase 3

Structure

External Identifiers

PubChem CID   11186290
ChEMBL   CHEMBL490155
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  -0.8701
MLogP:  3.33
XLogP:  3.339
# Rotatable Bonds:  7
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  23

Download Data

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