Natural Product: NPC164999

Natural Product ID:  NPC164999
Common Name:   3-Beta,11-Dihydroxy-24-Methylene-9,11-Secocholestan-9-One
IUPAC Name:   (2S,4aS,6S,8aS)-6-hydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-6-methyl-5-methylideneheptan-2-yl]cyclopentyl]-8a-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalen-1-one
Synonyms:  
Molecular Formula:   C28H48O3
Standard InCHIKey:  XYHLUHZFBHYCOX-XUODJTAMSA-N
Standard InCHI:  InChI=1S/C28H48O3/c1-18(2)19(3)7-8-20(4)24-11-12-25(28(24,6)15-16-29)23-10-9-21-17-22(30)13-14-27(21,5)26(23)31/h18,20-25,29-30H,3,7-17H2,1-2,4-6H3/t20-,21+,22+,23+,24-,25+,27+,28-/m1/s1
Canonical SMILES:  OCC[C@]1(C)[C@H](CC[C@H]1[C@@H]1CC[C@@H]2[C@](C1=O)(C)CC[C@@H](C2)O)[C@@H](CCC(=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
NPO7825 Sinularia lochmodes Species Alcyoniidae Eukaryota PMID[16724859]
NPO15548 Sinularia leptoclados Species Alcyoniidae Eukaryota PMID[16724859]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 9.2 ug/ml 24900361
NPT65 Cell Line HepG2 Homo sapiens IC50 = 8.2 ug/ml 24175638
NPT81 Cell Line A549 Homo sapiens IC50 = 9.8 ug/ml 17850214
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 11.3 ug/ml 20553004

  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 NPC164999 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
0.9136 High Similarity NPC4643
0.9136 High Similarity NPC57469
0.9114 High Similarity NPC472743
0.9114 High Similarity NPC475726
0.9 High Similarity NPC474233
0.9 High Similarity NPC146683
0.9 High Similarity NPC474482
0.9 High Similarity NPC475745
0.8889 High Similarity NPC76518
0.8889 High Similarity NPC292553
0.8875 High Similarity NPC476082
0.8875 High Similarity NPC118800
0.8875 High Similarity NPC278648
0.8846 High Similarity NPC201459
0.8795 High Similarity NPC131470
0.8795 High Similarity NPC143767
0.8795 High Similarity NPC328539
0.878 High Similarity NPC472738
0.8765 High Similarity NPC74595
0.8765 High Similarity NPC221758
0.8765 High Similarity NPC59453
0.8765 High Similarity NPC264665
0.875 High Similarity NPC477858
0.875 High Similarity NPC145143
0.869 High Similarity NPC86319
0.869 High Similarity NPC275740
0.8675 High Similarity NPC472495
0.8675 High Similarity NPC153604
0.8675 High Similarity NPC472497
0.8675 High Similarity NPC174619
0.8659 High Similarity NPC264317
0.8659 High Similarity NPC202868
0.8659 High Similarity NPC294438
0.8642 High Similarity NPC471036
0.8642 High Similarity NPC472498
0.8642 High Similarity NPC291320
0.8625 High Similarity NPC103754
0.8625 High Similarity NPC474484
0.8605 High Similarity NPC224060
0.8605 High Similarity NPC244356
0.859 High Similarity NPC106078
0.8588 High Similarity NPC183283
0.8571 High Similarity NPC53911
0.8571 High Similarity NPC193360
0.8571 High Similarity NPC472739
0.8571 High Similarity NPC474719
0.8554 High Similarity NPC72133
0.8554 High Similarity NPC51014
0.8554 High Similarity NPC145879
0.8554 High Similarity NPC474732
0.8554 High Similarity NPC2783
0.8554 High Similarity NPC31564
0.8554 High Similarity NPC98236
0.8554 High Similarity NPC269396
0.8554 High Similarity NPC474778
0.8554 High Similarity NPC474733
0.8554 High Similarity NPC12774
0.8537 High Similarity NPC214043
0.8537 High Similarity NPC82902
0.8537 High Similarity NPC85774
0.8519 High Similarity NPC151519
0.8519 High Similarity NPC110780
0.8488 Intermediate Similarity NPC63748
0.8488 Intermediate Similarity NPC185936
0.8488 Intermediate Similarity NPC168027
0.8471 Intermediate Similarity NPC309603
0.8471 Intermediate Similarity NPC473999
0.8471 Intermediate Similarity NPC186688
0.8462 Intermediate Similarity NPC472486
0.8462 Intermediate Similarity NPC472487
0.8452 Intermediate Similarity NPC142361
0.8452 Intermediate Similarity NPC259009
0.8452 Intermediate Similarity NPC264005
0.8452 Intermediate Similarity NPC58063
0.8452 Intermediate Similarity NPC141292
0.8452 Intermediate Similarity NPC269360
0.8452 Intermediate Similarity NPC475740
0.8452 Intermediate Similarity NPC474684
0.8452 Intermediate Similarity NPC33768
0.8442 Intermediate Similarity NPC102313
0.8442 Intermediate Similarity NPC199316
0.8434 Intermediate Similarity NPC471034
0.8434 Intermediate Similarity NPC469948
0.8434 Intermediate Similarity NPC190704
0.8434 Intermediate Similarity NPC474218
0.8434 Intermediate Similarity NPC470574
0.8434 Intermediate Similarity NPC471224
0.8421 Intermediate Similarity NPC151018
0.8421 Intermediate Similarity NPC58057
0.8421 Intermediate Similarity NPC320549
0.8421 Intermediate Similarity NPC156277
0.8415 Intermediate Similarity NPC175410
0.8415 Intermediate Similarity NPC245866
0.8409 Intermediate Similarity NPC266431
0.8391 Intermediate Similarity NPC477520
0.8391 Intermediate Similarity NPC69454
0.8391 Intermediate Similarity NPC294263
0.8372 Intermediate Similarity NPC180849
0.8372 Intermediate Similarity NPC126993
0.8372 Intermediate Similarity NPC46758
0.8372 Intermediate Similarity NPC100313
0.8372 Intermediate Similarity NPC80401
0.8354 Intermediate Similarity NPC221420
0.8354 Intermediate Similarity NPC472746
0.8353 Intermediate Similarity NPC471722
0.8353 Intermediate Similarity NPC16377
0.8353 Intermediate Similarity NPC328313
0.8353 Intermediate Similarity NPC146937
0.8353 Intermediate Similarity NPC471900
0.8353 Intermediate Similarity NPC292491
0.8353 Intermediate Similarity NPC310752
0.8353 Intermediate Similarity NPC471724
0.8333 Intermediate Similarity NPC28252
0.8333 Intermediate Similarity NPC20688
0.8333 Intermediate Similarity NPC125767
0.8333 Intermediate Similarity NPC21220
0.8333 Intermediate Similarity NPC469994
0.8333 Intermediate Similarity NPC70661
0.8333 Intermediate Similarity NPC94755
0.8333 Intermediate Similarity NPC55309
0.8333 Intermediate Similarity NPC155011
0.8313 Intermediate Similarity NPC473246
0.8312 Intermediate Similarity NPC232112
0.8295 Intermediate Similarity NPC166906
0.8295 Intermediate Similarity NPC303863
0.8293 Intermediate Similarity NPC46881
0.8276 Intermediate Similarity NPC475806
0.8276 Intermediate Similarity NPC473998
0.8276 Intermediate Similarity NPC211403
0.8276 Intermediate Similarity NPC476168
0.8276 Intermediate Similarity NPC272746
0.8276 Intermediate Similarity NPC198242
0.8256 Intermediate Similarity NPC213832
0.8256 Intermediate Similarity NPC268406
0.8256 Intermediate Similarity NPC220498
0.8256 Intermediate Similarity NPC76879
0.8256 Intermediate Similarity NPC477943
0.8256 Intermediate Similarity NPC474245
0.8256 Intermediate Similarity NPC475921
0.8256 Intermediate Similarity NPC57954
0.8256 Intermediate Similarity NPC474704
0.8256 Intermediate Similarity NPC26959
0.8256 Intermediate Similarity NPC31985
0.8256 Intermediate Similarity NPC1015
0.8256 Intermediate Similarity NPC32830
0.8256 Intermediate Similarity NPC128496
0.825 Intermediate Similarity NPC185465
0.8235 Intermediate Similarity NPC233836
0.8235 Intermediate Similarity NPC165895
0.8235 Intermediate Similarity NPC187376
0.8235 Intermediate Similarity NPC474174
0.8235 Intermediate Similarity NPC317590
0.8235 Intermediate Similarity NPC90652
0.8235 Intermediate Similarity NPC251808
0.8235 Intermediate Similarity NPC159046
0.8228 Intermediate Similarity NPC5767
0.8228 Intermediate Similarity NPC475742
0.8228 Intermediate Similarity NPC20466
0.8222 Intermediate Similarity NPC170978
0.8222 Intermediate Similarity NPC111187
0.8222 Intermediate Similarity NPC190554
0.8222 Intermediate Similarity NPC190080
0.8214 Intermediate Similarity NPC201655
0.8214 Intermediate Similarity NPC102292
0.8214 Intermediate Similarity NPC474083
0.8205 Intermediate Similarity NPC254340
0.8205 Intermediate Similarity NPC133922
0.8202 Intermediate Similarity NPC98639
0.8202 Intermediate Similarity NPC263135
0.8202 Intermediate Similarity NPC470016
0.8202 Intermediate Similarity NPC288906
0.8202 Intermediate Similarity NPC259286
0.8202 Intermediate Similarity NPC317586
0.8193 Intermediate Similarity NPC471037
0.8182 Intermediate Similarity NPC477855
0.8182 Intermediate Similarity NPC59350
0.8182 Intermediate Similarity NPC475255
0.8182 Intermediate Similarity NPC59170
0.8182 Intermediate Similarity NPC472496
0.8182 Intermediate Similarity NPC181594
0.8182 Intermediate Similarity NPC111234
0.8182 Intermediate Similarity NPC12722
0.8182 Intermediate Similarity NPC144739
0.8171 Intermediate Similarity NPC328264
0.8171 Intermediate Similarity NPC164210
0.8161 Intermediate Similarity NPC48010
0.8161 Intermediate Similarity NPC85173
0.8161 Intermediate Similarity NPC169933
0.8161 Intermediate Similarity NPC191684
0.8158 Intermediate Similarity NPC131892
0.8158 Intermediate Similarity NPC213178
0.8158 Intermediate Similarity NPC6120
0.8158 Intermediate Similarity NPC327728
0.8158 Intermediate Similarity NPC475952
0.8148 Intermediate Similarity NPC192744
0.8148 Intermediate Similarity NPC215843
0.8148 Intermediate Similarity NPC320144
0.814 Intermediate Similarity NPC242864
0.814 Intermediate Similarity NPC470417
0.814 Intermediate Similarity NPC4309

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC164999 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
0.8916 High Similarity NPD5328 Approved
0.8765 High Similarity NPD4786 Approved
0.8706 High Similarity NPD6079 Approved
0.8659 High Similarity NPD7520 Clinical (unspecified phase)
0.8519 High Similarity NPD3667 Approved
0.8421 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD4788 Approved
0.8333 Intermediate Similarity NPD3618 Phase 1
0.8158 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8111 Intermediate Similarity NPD4697 Phase 3
0.8111 Intermediate Similarity NPD5221 Approved
0.8111 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8111 Intermediate Similarity NPD5222 Approved
0.8108 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD3703 Phase 2
0.8095 Intermediate Similarity NPD3133 Approved
0.8095 Intermediate Similarity NPD3665 Phase 1
0.8095 Intermediate Similarity NPD3666 Approved
0.8022 Intermediate Similarity NPD5173 Approved
0.8022 Intermediate Similarity NPD4755 Approved
0.7978 Intermediate Similarity NPD4202 Approved
0.7975 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD8034 Phase 2
0.7865 Intermediate Similarity NPD8035 Phase 2
0.7849 Intermediate Similarity NPD5285 Approved
0.7849 Intermediate Similarity NPD5286 Approved
0.7849 Intermediate Similarity NPD4700 Approved
0.7849 Intermediate Similarity NPD4696 Approved
0.7821 Intermediate Similarity NPD4245 Approved
0.7821 Intermediate Similarity NPD4244 Approved
0.7821 Intermediate Similarity NPD4789 Approved
0.7792 Intermediate Similarity NPD5360 Phase 3
0.7792 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD6399 Phase 3
0.7778 Intermediate Similarity NPD6117 Approved
0.7766 Intermediate Similarity NPD5223 Approved
0.7701 Intermediate Similarity NPD5279 Phase 3
0.7692 Intermediate Similarity NPD3698 Phase 2
0.7684 Intermediate Similarity NPD5224 Approved
0.7684 Intermediate Similarity NPD5211 Phase 2
0.7684 Intermediate Similarity NPD5225 Approved
0.7684 Intermediate Similarity NPD4633 Approved
0.7684 Intermediate Similarity NPD5226 Approved
0.7683 Intermediate Similarity NPD6116 Phase 1
0.7674 Intermediate Similarity NPD3668 Phase 3
0.7654 Intermediate Similarity NPD7339 Approved
0.7654 Intermediate Similarity NPD6942 Approved
0.7647 Intermediate Similarity NPD4223 Phase 3
0.7647 Intermediate Similarity NPD4221 Approved
0.764 Intermediate Similarity NPD4753 Phase 2
0.7629 Intermediate Similarity NPD5739 Approved
0.7629 Intermediate Similarity NPD7128 Approved
0.7629 Intermediate Similarity NPD6675 Approved
0.7629 Intermediate Similarity NPD6402 Approved
0.7619 Intermediate Similarity NPD7525 Registered
0.7604 Intermediate Similarity NPD5174 Approved
0.7604 Intermediate Similarity NPD4754 Approved
0.7604 Intermediate Similarity NPD5175 Approved
0.759 Intermediate Similarity NPD6114 Approved
0.759 Intermediate Similarity NPD6697 Approved
0.759 Intermediate Similarity NPD6118 Approved
0.759 Intermediate Similarity NPD6115 Approved
0.7586 Intermediate Similarity NPD5329 Approved
0.7526 Intermediate Similarity NPD5141 Approved
0.7475 Intermediate Similarity NPD6881 Approved
0.7475 Intermediate Similarity NPD6899 Approved
0.7475 Intermediate Similarity NPD7320 Approved
0.7473 Intermediate Similarity NPD7515 Phase 2
0.7471 Intermediate Similarity NPD4197 Approved
0.7449 Intermediate Similarity NPD4768 Approved
0.7449 Intermediate Similarity NPD4767 Approved
0.74 Intermediate Similarity NPD6373 Approved
0.74 Intermediate Similarity NPD6372 Approved
0.7381 Intermediate Similarity NPD3617 Approved
0.7381 Intermediate Similarity NPD3671 Phase 1
0.7374 Intermediate Similarity NPD5701 Approved
0.7374 Intermediate Similarity NPD5697 Approved
0.7349 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7102 Approved
0.7327 Intermediate Similarity NPD7290 Approved
0.7327 Intermediate Similarity NPD6883 Approved
0.7317 Intermediate Similarity NPD6924 Approved
0.7317 Intermediate Similarity NPD6926 Approved
0.7303 Intermediate Similarity NPD4693 Phase 3
0.7303 Intermediate Similarity NPD4138 Approved
0.7303 Intermediate Similarity NPD4689 Approved
0.7303 Intermediate Similarity NPD5205 Approved
0.7303 Intermediate Similarity NPD5330 Approved
0.7303 Intermediate Similarity NPD7521 Approved
0.7303 Intermediate Similarity NPD7334 Approved
0.7303 Intermediate Similarity NPD4688 Approved
0.7303 Intermediate Similarity NPD4690 Approved
0.7303 Intermediate Similarity NPD6409 Approved
0.7303 Intermediate Similarity NPD6684 Approved
0.7303 Intermediate Similarity NPD7146 Approved
0.73 Intermediate Similarity NPD6011 Approved
0.73 Intermediate Similarity NPD5168 Approved
0.73 Intermediate Similarity NPD5128 Approved
0.73 Intermediate Similarity NPD4730 Approved
0.73 Intermediate Similarity NPD4729 Approved
0.7284 Intermediate Similarity NPD4758 Discontinued
0.7263 Intermediate Similarity NPD6083 Phase 2
0.7263 Intermediate Similarity NPD6084 Phase 2
0.7255 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD6650 Approved
0.7255 Intermediate Similarity NPD8130 Phase 1
0.7255 Intermediate Similarity NPD6617 Approved
0.7255 Intermediate Similarity NPD6869 Approved
0.7255 Intermediate Similarity NPD6649 Approved
0.7255 Intermediate Similarity NPD6847 Approved
0.7234 Intermediate Similarity NPD5210 Approved
0.7234 Intermediate Similarity NPD4629 Approved
0.7228 Intermediate Similarity NPD6014 Approved
0.7228 Intermediate Similarity NPD6012 Approved
0.7228 Intermediate Similarity NPD6013 Approved
0.7184 Intermediate Similarity NPD8297 Approved
0.7184 Intermediate Similarity NPD6882 Approved
0.7157 Intermediate Similarity NPD5135 Approved
0.7157 Intermediate Similarity NPD5249 Phase 3
0.7157 Intermediate Similarity NPD5169 Approved
0.7157 Intermediate Similarity NPD5251 Approved
0.7157 Intermediate Similarity NPD5250 Approved
0.7157 Intermediate Similarity NPD4634 Approved
0.7157 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5248 Approved
0.7157 Intermediate Similarity NPD5247 Approved
0.7143 Intermediate Similarity NPD6903 Approved
0.7143 Intermediate Similarity NPD6672 Approved
0.7143 Intermediate Similarity NPD5737 Approved
0.7143 Intermediate Similarity NPD6933 Approved
0.7143 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD7748 Approved
0.7126 Intermediate Similarity NPD4692 Approved
0.7126 Intermediate Similarity NPD4139 Approved
0.7111 Intermediate Similarity NPD4694 Approved
0.7111 Intermediate Similarity NPD5280 Approved
0.7111 Intermediate Similarity NPD5690 Phase 2
0.7111 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4224 Phase 2
0.7087 Intermediate Similarity NPD5215 Approved
0.7087 Intermediate Similarity NPD5216 Approved
0.7087 Intermediate Similarity NPD5217 Approved
0.7087 Intermediate Similarity NPD5127 Approved
0.7073 Intermediate Similarity NPD7151 Approved
0.7073 Intermediate Similarity NPD7152 Approved
0.7073 Intermediate Similarity NPD7150 Approved
0.7073 Intermediate Similarity NPD6081 Approved
0.7037 Intermediate Similarity NPD6923 Approved
0.7037 Intermediate Similarity NPD6922 Approved
0.7024 Intermediate Similarity NPD3702 Approved
0.701 Intermediate Similarity NPD7638 Approved
0.6981 Remote Similarity NPD6868 Approved
0.6977 Remote Similarity NPD5364 Discontinued
0.6977 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6952 Remote Similarity NPD4632 Approved
0.6951 Remote Similarity NPD4747 Approved
0.6951 Remote Similarity NPD7144 Approved
0.6951 Remote Similarity NPD7143 Approved
0.6939 Remote Similarity NPD7640 Approved
0.6939 Remote Similarity NPD7639 Approved
0.6923 Remote Similarity NPD6098 Approved
0.6907 Remote Similarity NPD7902 Approved
0.6897 Remote Similarity NPD6929 Approved
0.6897 Remote Similarity NPD7645 Phase 2
0.6897 Remote Similarity NPD4195 Approved
0.6887 Remote Similarity NPD5167 Approved
0.6875 Remote Similarity NPD5695 Phase 3
0.6867 Remote Similarity NPD5777 Approved
0.6867 Remote Similarity NPD4243 Approved
0.6852 Remote Similarity NPD6335 Approved
0.6837 Remote Similarity NPD5696 Approved
0.6829 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6829 Remote Similarity NPD4137 Phase 3
0.6822 Remote Similarity NPD6274 Approved
0.6818 Remote Similarity NPD4748 Discontinued
0.6818 Remote Similarity NPD7509 Discontinued
0.6818 Remote Similarity NPD5368 Approved
0.6818 Remote Similarity NPD4695 Discontinued
0.6818 Remote Similarity NPD6930 Phase 2
0.6818 Remote Similarity NPD6931 Approved
0.6789 Remote Similarity NPD7100 Approved
0.6789 Remote Similarity NPD7101 Approved
0.6765 Remote Similarity NPD6008 Approved
0.6759 Remote Similarity NPD6317 Approved
0.6759 Remote Similarity NPD6009 Approved
0.6747 Remote Similarity NPD4691 Approved
0.6747 Remote Similarity NPD4787 Phase 1
0.6739 Remote Similarity NPD4623 Approved
0.6739 Remote Similarity NPD4519 Discontinued
0.6737 Remote Similarity NPD6411 Approved
0.6737 Remote Similarity NPD5281 Approved
0.6737 Remote Similarity NPD5284 Approved
0.6727 Remote Similarity NPD6054 Approved
0.6727 Remote Similarity NPD6059 Approved
0.6707 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6706 Remote Similarity NPD4784 Approved
0.6706 Remote Similarity NPD4785 Approved
0.6706 Remote Similarity NPD5733 Approved

Structure

External Identifiers

PubChem CID   44583845
ChEMBL   CHEMBL496640
ZINC  

Physicochemical Properties

Molecular Weight:  432.36
ALogP:  1.646
MLogP:  4.21
XLogP:  7.099
# Rotatable Bonds:  15
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  31

Download Data

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