Natural Product: NPC476610

Natural Product ID:  NPC476610
Common Name:   (1R,2S,3S,4S)-4-bromo-2-(3-hydroxy-3-methylpent-4-enyl)-1,3-dimethyl-3-(4-methylpent-3-enyl)cyclohexan-1-ol
IUPAC Name:   (1R,2S,3S,4S)-4-bromo-2-(3-hydroxy-3-methylpent-4-enyl)-1,3-dimethyl-3-(4-methylpent-3-enyl)cyclohexan-1-ol
Synonyms:  
Molecular Formula:   C20H35BrO2
Standard InCHIKey:  YQCSNTCEUMEKDO-XIBWBMNSSA-N
Standard InCHI:  InChI=1S/C20H35BrO2/c1-7-18(4,22)13-10-16-19(5,12-8-9-15(2)3)17(21)11-14-20(16,6)23/h7,9,16-17,22-23H,1,8,10-14H2,2-6H3/t16-,17-,18?,19-,20+/m0/s1
Canonical SMILES:  C=CC(CC[C@@H]1[C@](C)(O)CC[C@@H]([C@@]1(C)CCC=C(C)C)Br)(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
NPO18989 Aplysia depilans Species Aplysiidae Eukaryota Skyros Island (GPS coordinates 38°87' N, 24°57' E), in the North Sporades complex of the Aegean Sea, Greece 2011-AUG PMID[25814031]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 25814031
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM 25814031
NPT1718 Cell Line A431 Homo sapiens IC50 > 100000 nM 25814031
NPT83 Cell Line MCF7 Homo sapiens IC50 = 78000 nM 25814031
NPT165 Cell Line HeLa Homo sapiens IC50 = 91700 nM 25814031

  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 NPC476610 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
0.8533 High Similarity NPC475077
0.8514 High Similarity NPC476604
0.8481 Intermediate Similarity NPC129501
0.8235 Intermediate Similarity NPC131453
0.8235 Intermediate Similarity NPC188896
0.8182 Intermediate Similarity NPC476609
0.8118 Intermediate Similarity NPC174273
0.8 Intermediate Similarity NPC156912
0.7975 Intermediate Similarity NPC476605
0.7875 Intermediate Similarity NPC61080
0.7875 Intermediate Similarity NPC476606
0.7875 Intermediate Similarity NPC476607
0.7778 Intermediate Similarity NPC476608
0.775 Intermediate Similarity NPC32832
0.7727 Intermediate Similarity NPC224552
0.7727 Intermediate Similarity NPC239453
0.7717 Intermediate Similarity NPC92231
0.7717 Intermediate Similarity NPC34732
0.7711 Intermediate Similarity NPC113024
0.7632 Intermediate Similarity NPC279434
0.7619 Intermediate Similarity NPC311891
0.759 Intermediate Similarity NPC476603
0.7532 Intermediate Similarity NPC88454
0.7532 Intermediate Similarity NPC101307
0.7532 Intermediate Similarity NPC117607
0.7528 Intermediate Similarity NPC329643
0.75 Intermediate Similarity NPC299714
0.75 Intermediate Similarity NPC257510
0.7439 Intermediate Similarity NPC265588
0.7412 Intermediate Similarity NPC249423
0.7407 Intermediate Similarity NPC476366
0.7407 Intermediate Similarity NPC306727
0.7407 Intermediate Similarity NPC201048
0.7342 Intermediate Similarity NPC476431
0.7333 Intermediate Similarity NPC41160
0.7294 Intermediate Similarity NPC96362
0.7273 Intermediate Similarity NPC313115
0.7237 Intermediate Similarity NPC81615
0.7229 Intermediate Similarity NPC470749
0.7229 Intermediate Similarity NPC253190
0.7215 Intermediate Similarity NPC94192
0.7209 Intermediate Similarity NPC476646
0.7179 Intermediate Similarity NPC476406
0.716 Intermediate Similarity NPC167706
0.716 Intermediate Similarity NPC471272
0.7143 Intermediate Similarity NPC31037
0.7143 Intermediate Similarity NPC91594
0.7143 Intermediate Similarity NPC471798
0.7143 Intermediate Similarity NPC470758
0.7143 Intermediate Similarity NPC132542
0.7143 Intermediate Similarity NPC470711
0.7143 Intermediate Similarity NPC225415
0.7125 Intermediate Similarity NPC9942
0.7108 Intermediate Similarity NPC474946
0.7108 Intermediate Similarity NPC35397
0.7089 Intermediate Similarity NPC69649
0.7089 Intermediate Similarity NPC68703
0.7059 Intermediate Similarity NPC274750
0.7059 Intermediate Similarity NPC215307
0.7051 Intermediate Similarity NPC64123
0.7037 Intermediate Similarity NPC34834
0.7013 Intermediate Similarity NPC174956
0.7 Intermediate Similarity NPC471238
0.7 Intermediate Similarity NPC261266
0.6988 Remote Similarity NPC78527
0.6988 Remote Similarity NPC243342
0.6988 Remote Similarity NPC91858
0.6988 Remote Similarity NPC477138
0.6951 Remote Similarity NPC242001
0.6951 Remote Similarity NPC471268
0.6951 Remote Similarity NPC471271
0.6951 Remote Similarity NPC477792
0.6941 Remote Similarity NPC130136
0.6932 Remote Similarity NPC87489
0.6932 Remote Similarity NPC218616
0.6932 Remote Similarity NPC296701
0.6932 Remote Similarity NPC92226
0.6905 Remote Similarity NPC291503
0.6905 Remote Similarity NPC476424
0.6897 Remote Similarity NPC471266
0.6897 Remote Similarity NPC287749
0.6897 Remote Similarity NPC95124
0.6892 Remote Similarity NPC39068
0.6889 Remote Similarity NPC470360
0.6883 Remote Similarity NPC282694
0.6883 Remote Similarity NPC194208
0.6883 Remote Similarity NPC79576
0.6867 Remote Similarity NPC68443
0.6867 Remote Similarity NPC182717
0.686 Remote Similarity NPC11908
0.686 Remote Similarity NPC179028
0.686 Remote Similarity NPC275494
0.686 Remote Similarity NPC471409
0.6848 Remote Similarity NPC133588
0.6835 Remote Similarity NPC258595
0.6829 Remote Similarity NPC145498
0.6829 Remote Similarity NPC283316
0.6829 Remote Similarity NPC475728
0.6824 Remote Similarity NPC63958
0.6824 Remote Similarity NPC30575
0.6824 Remote Similarity NPC1973
0.6824 Remote Similarity NPC167873
0.6818 Remote Similarity NPC471270
0.6813 Remote Similarity NPC299068
0.6813 Remote Similarity NPC6391
0.679 Remote Similarity NPC245795
0.6786 Remote Similarity NPC22134
0.6782 Remote Similarity NPC472463
0.6778 Remote Similarity NPC474493
0.6778 Remote Similarity NPC231310
0.6774 Remote Similarity NPC115607
0.6753 Remote Similarity NPC323153
0.6753 Remote Similarity NPC135648
0.6753 Remote Similarity NPC176621
0.675 Remote Similarity NPC149680
0.6747 Remote Similarity NPC164022
0.6747 Remote Similarity NPC23954
0.6747 Remote Similarity NPC110799
0.6742 Remote Similarity NPC50964
0.6742 Remote Similarity NPC2524
0.6742 Remote Similarity NPC49964
0.6742 Remote Similarity NPC155521
0.6739 Remote Similarity NPC476948
0.6711 Remote Similarity NPC189290
0.6711 Remote Similarity NPC474769
0.6707 Remote Similarity NPC471560
0.6706 Remote Similarity NPC66566
0.6706 Remote Similarity NPC477923
0.6706 Remote Similarity NPC133580
0.6705 Remote Similarity NPC295131
0.6705 Remote Similarity NPC281880
0.6705 Remote Similarity NPC241290
0.6705 Remote Similarity NPC236707
0.6705 Remote Similarity NPC164840
0.6705 Remote Similarity NPC209944
0.6705 Remote Similarity NPC324772
0.6702 Remote Similarity NPC295668
0.6702 Remote Similarity NPC291484
0.6702 Remote Similarity NPC329596
0.6702 Remote Similarity NPC3345
0.6702 Remote Similarity NPC11216
0.6702 Remote Similarity NPC204188
0.6702 Remote Similarity NPC80561
0.6667 Remote Similarity NPC253303
0.6667 Remote Similarity NPC477818
0.6667 Remote Similarity NPC476314
0.6667 Remote Similarity NPC197805
0.6667 Remote Similarity NPC285761
0.6667 Remote Similarity NPC220939
0.6667 Remote Similarity NPC185605
0.6667 Remote Similarity NPC476927
0.6667 Remote Similarity NPC265485
0.6667 Remote Similarity NPC471799
0.6667 Remote Similarity NPC269077
0.6667 Remote Similarity NPC476422
0.6667 Remote Similarity NPC167891
0.6667 Remote Similarity NPC130665
0.6667 Remote Similarity NPC82623
0.6667 Remote Similarity NPC148977
0.6667 Remote Similarity NPC83351
0.6667 Remote Similarity NPC210346
0.6667 Remote Similarity NPC114651
0.6632 Remote Similarity NPC97404
0.6632 Remote Similarity NPC41554
0.663 Remote Similarity NPC139724
0.6629 Remote Similarity NPC209620
0.6629 Remote Similarity NPC242350
0.6629 Remote Similarity NPC320525
0.6629 Remote Similarity NPC159148
0.6629 Remote Similarity NPC23852
0.6629 Remote Similarity NPC264245
0.6628 Remote Similarity NPC106432
0.6627 Remote Similarity NPC92801
0.6623 Remote Similarity NPC5698
0.6596 Remote Similarity NPC470361
0.6596 Remote Similarity NPC101886
0.6596 Remote Similarity NPC97103
0.6593 Remote Similarity NPC15534
0.6593 Remote Similarity NPC470077
0.6593 Remote Similarity NPC205845
0.6593 Remote Similarity NPC222634
0.6593 Remote Similarity NPC238485
0.6593 Remote Similarity NPC83702
0.6593 Remote Similarity NPC102048
0.6591 Remote Similarity NPC80530
0.6591 Remote Similarity NPC209430
0.6591 Remote Similarity NPC72755
0.6591 Remote Similarity NPC291379
0.6591 Remote Similarity NPC31330
0.6591 Remote Similarity NPC476367
0.6591 Remote Similarity NPC170394
0.6591 Remote Similarity NPC233295
0.6591 Remote Similarity NPC273410
0.6591 Remote Similarity NPC30986
0.6588 Remote Similarity NPC469593
0.6588 Remote Similarity NPC469534
0.6588 Remote Similarity NPC309178
0.6588 Remote Similarity NPC237510
0.6588 Remote Similarity NPC471797
0.6588 Remote Similarity NPC18819

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476610 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
0.6705 Remote Similarity NPD6931 Approved
0.6705 Remote Similarity NPD6930 Phase 2
0.6591 Remote Similarity NPD6929 Approved
0.6588 Remote Similarity NPD4784 Approved
0.6588 Remote Similarity NPD4785 Approved
0.6548 Remote Similarity NPD4243 Approved
0.6517 Remote Similarity NPD7332 Phase 2
0.6517 Remote Similarity NPD7525 Registered
0.6517 Remote Similarity NPD7514 Phase 3
0.6512 Remote Similarity NPD8264 Approved
0.6484 Remote Similarity NPD6695 Phase 3
0.6477 Remote Similarity NPD7145 Approved
0.6413 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7645 Phase 2
0.6395 Remote Similarity NPD6926 Approved
0.6395 Remote Similarity NPD6924 Approved
0.6364 Remote Similarity NPD5776 Phase 2
0.6364 Remote Similarity NPD6925 Approved
0.6364 Remote Similarity NPD6932 Approved
0.6344 Remote Similarity NPD6893 Approved
0.6292 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6898 Phase 1
0.6264 Remote Similarity NPD6902 Approved
0.625 Remote Similarity NPD6933 Approved
0.6222 Remote Similarity NPD4195 Approved
0.6211 Remote Similarity NPD7524 Approved
0.6211 Remote Similarity NPD7750 Discontinued
0.6211 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7509 Discontinued
0.6136 Remote Similarity NPD6942 Approved
0.6136 Remote Similarity NPD5275 Approved
0.6136 Remote Similarity NPD7339 Approved
0.6136 Remote Similarity NPD4190 Phase 3
0.6105 Remote Similarity NPD4623 Approved
0.6105 Remote Similarity NPD4519 Discontinued
0.6067 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7632 Discontinued
0.6049 Remote Similarity NPD368 Approved
0.6047 Remote Similarity NPD7143 Approved
0.6047 Remote Similarity NPD7144 Approved
0.6044 Remote Similarity NPD6683 Phase 2
0.5977 Remote Similarity NPD7150 Approved
0.5977 Remote Similarity NPD7151 Approved
0.5977 Remote Similarity NPD7152 Approved
0.596 Remote Similarity NPD7087 Discontinued
0.593 Remote Similarity NPD6923 Approved
0.593 Remote Similarity NPD6922 Approved
0.5909 Remote Similarity NPD4732 Discontinued
0.5865 Remote Similarity NPD7640 Approved
0.5865 Remote Similarity NPD7639 Approved
0.5851 Remote Similarity NPD4223 Phase 3
0.5851 Remote Similarity NPD4221 Approved
0.5833 Remote Similarity NPD5329 Approved
0.5806 Remote Similarity NPD4695 Discontinued
0.58 Remote Similarity NPD6079 Approved
0.5773 Remote Similarity NPD3618 Phase 1
0.5773 Remote Similarity NPD5690 Phase 2
0.5773 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7638 Approved
0.5758 Remote Similarity NPD5328 Approved
0.5729 Remote Similarity NPD4786 Approved
0.5729 Remote Similarity NPD4197 Approved
0.57 Remote Similarity NPD7136 Phase 2
0.5696 Remote Similarity NPD342 Phase 1
0.5684 Remote Similarity NPD3667 Approved
0.566 Remote Similarity NPD5344 Discontinued
0.5644 Remote Similarity NPD7637 Suspended
0.5644 Remote Similarity NPD7515 Phase 2
0.5638 Remote Similarity NPD4748 Discontinued
0.5625 Remote Similarity NPD4219 Approved
0.5612 Remote Similarity NPD4694 Approved
0.5612 Remote Similarity NPD4688 Approved
0.5612 Remote Similarity NPD4693 Phase 3
0.5612 Remote Similarity NPD4689 Approved
0.5612 Remote Similarity NPD5280 Approved
0.5612 Remote Similarity NPD5205 Approved
0.5612 Remote Similarity NPD4138 Approved
0.5612 Remote Similarity NPD4690 Approved
0.5607 Remote Similarity NPD5211 Phase 2

Structure

External Identifiers

PubChem CID   11596193
ChEMBL   CHEMBL3577690
ZINC  

Physicochemical Properties

Molecular Weight:  386.18
ALogP:  3.5254
MLogP:  3.33
XLogP:  5.482
# Rotatable Bonds:  15
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  23

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Similar NPs/Drugs