Natural Product: NPC473257

Natural Product ID:  NPC473257
Common Name:   Sipholenol I
IUPAC Name:   (1aS,5R,7R,7aR)-1a-[2-[(3R,5aR,6R,7S,9aR)-3,7-dihydroxy-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3H-benzo[b]oxepin-6-yl]ethyl]-2,2,5,7a-tetramethyl-2a,3,4,5a,6,7-hexahydroazuleno[5,6-b]oxirene-5,7-diol
Synonyms:   14Beta,15Beta-Epoxysipholenol E
Molecular Formula:   C30H52O6
Standard InCHIKey:  WWWZOBMNBOEYTA-NYKFADQYSA-N
Standard InCHI:  InChI=1S/C30H52O6/c1-24(2)18-9-14-27(6,33)19(18)17-22(32)29(8)30(24,36-29)16-10-20-26(5)13-11-21(31)25(3,4)35-23(26)12-15-28(20,7)34/h18-23,31-34H,9-17H2,1-8H3/t18?,19?,20-,21-,22-,23-,26-,27-,28+,29-,30+/m1/s1
Canonical SMILES:  O[C@@H]1CC[C@]2([C@H](OC1(C)C)CC[C@]([C@@H]2CC[C@]12O[C@]2(C)[C@H](O)CC2C(C1(C)C)CC[C@@]2(C)O)(C)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
NPO26982 Callyspongia siphonella Species Callyspongiidae Eukaryota PMID[17488128]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM 26110443
NPT2 Others Unspecified IC50 > 50000 nM 19761234
NPT91 Cell Line KB Homo sapiens IC50 > 50000 nM 11277748
NPT2 Others Unspecified IC50 = 2870 nM 22746380
NPT2 Others Unspecified IC50 > 50000 nM 19908853
NPT2 Others Unspecified IC50 = 8.6 nM PubChem BioAssay data set

  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 NPC473257 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
0.8861 High Similarity NPC66766
0.8861 High Similarity NPC117137
0.825 Intermediate Similarity NPC476233
0.8235 Intermediate Similarity NPC64862
0.8228 Intermediate Similarity NPC472952
0.8228 Intermediate Similarity NPC131584
0.8228 Intermediate Similarity NPC139765
0.8228 Intermediate Similarity NPC472950
0.8193 Intermediate Similarity NPC475388
0.8171 Intermediate Similarity NPC16449
0.8125 Intermediate Similarity NPC470145
0.8095 Intermediate Similarity NPC29342
0.8095 Intermediate Similarity NPC2572
0.8068 Intermediate Similarity NPC470832
0.8 Intermediate Similarity NPC474156
0.8 Intermediate Similarity NPC317242
0.7901 Intermediate Similarity NPC163597
0.7875 Intermediate Similarity NPC475458
0.7867 Intermediate Similarity NPC199937
0.7831 Intermediate Similarity NPC477282
0.7831 Intermediate Similarity NPC269333
0.7831 Intermediate Similarity NPC287452
0.7831 Intermediate Similarity NPC81074
0.7816 Intermediate Similarity NPC471240
0.7805 Intermediate Similarity NPC185915
0.7805 Intermediate Similarity NPC477227
0.7805 Intermediate Similarity NPC105208
0.7805 Intermediate Similarity NPC302578
0.7805 Intermediate Similarity NPC11907
0.7805 Intermediate Similarity NPC128951
0.7805 Intermediate Similarity NPC133596
0.7805 Intermediate Similarity NPC192046
0.7805 Intermediate Similarity NPC64081
0.7805 Intermediate Similarity NPC474574
0.7802 Intermediate Similarity NPC473258
0.7763 Intermediate Similarity NPC165069
0.775 Intermediate Similarity NPC470610
0.775 Intermediate Similarity NPC153719
0.7738 Intermediate Similarity NPC472943
0.7738 Intermediate Similarity NPC472951
0.7727 Intermediate Similarity NPC161928
0.7727 Intermediate Similarity NPC472396
0.7727 Intermediate Similarity NPC210658
0.7727 Intermediate Similarity NPC5943
0.7711 Intermediate Similarity NPC67657
0.7711 Intermediate Similarity NPC147993
0.7711 Intermediate Similarity NPC18857
0.7711 Intermediate Similarity NPC471769
0.7701 Intermediate Similarity NPC266651
0.7674 Intermediate Similarity NPC69953
0.7674 Intermediate Similarity NPC470070
0.7654 Intermediate Similarity NPC48795
0.7654 Intermediate Similarity NPC470151
0.7654 Intermediate Similarity NPC304499
0.764 Intermediate Similarity NPC128475
0.764 Intermediate Similarity NPC22376
0.7625 Intermediate Similarity NPC187471
0.7625 Intermediate Similarity NPC470071
0.7625 Intermediate Similarity NPC252182
0.7625 Intermediate Similarity NPC8004
0.7625 Intermediate Similarity NPC1340
0.7625 Intermediate Similarity NPC131506
0.7625 Intermediate Similarity NPC157777
0.7625 Intermediate Similarity NPC127283
0.7614 Intermediate Similarity NPC131365
0.7609 Intermediate Similarity NPC76136
0.7609 Intermediate Similarity NPC329713
0.7609 Intermediate Similarity NPC217567
0.7609 Intermediate Similarity NPC30687
0.759 Intermediate Similarity NPC188793
0.7586 Intermediate Similarity NPC320824
0.7582 Intermediate Similarity NPC59006
0.7582 Intermediate Similarity NPC473066
0.7561 Intermediate Similarity NPC270306
0.7561 Intermediate Similarity NPC196136
0.7561 Intermediate Similarity NPC243027
0.7561 Intermediate Similarity NPC231680
0.7561 Intermediate Similarity NPC158208
0.7561 Intermediate Similarity NPC91387
0.7558 Intermediate Similarity NPC470611
0.7556 Intermediate Similarity NPC228059
0.7529 Intermediate Similarity NPC474714
0.75 Intermediate Similarity NPC290612
0.75 Intermediate Similarity NPC232925
0.75 Intermediate Similarity NPC251201
0.75 Intermediate Similarity NPC272841
0.75 Intermediate Similarity NPC63588
0.7473 Intermediate Similarity NPC279329
0.7471 Intermediate Similarity NPC478054
0.7468 Intermediate Similarity NPC474756
0.7444 Intermediate Similarity NPC281004
0.7439 Intermediate Similarity NPC228994
0.7439 Intermediate Similarity NPC192501
0.7439 Intermediate Similarity NPC10476
0.7419 Intermediate Similarity NPC175
0.7416 Intermediate Similarity NPC215968
0.7416 Intermediate Similarity NPC472745
0.7416 Intermediate Similarity NPC155531
0.7416 Intermediate Similarity NPC145245
0.7412 Intermediate Similarity NPC476176
0.7391 Intermediate Similarity NPC36372
0.7391 Intermediate Similarity NPC293609
0.7391 Intermediate Similarity NPC210268
0.7386 Intermediate Similarity NPC242016
0.7381 Intermediate Similarity NPC476719
0.7375 Intermediate Similarity NPC107919
0.7375 Intermediate Similarity NPC477820
0.7375 Intermediate Similarity NPC66407
0.7363 Intermediate Similarity NPC102725
0.7363 Intermediate Similarity NPC20822
0.7363 Intermediate Similarity NPC473472
0.7356 Intermediate Similarity NPC477446
0.7356 Intermediate Similarity NPC202688
0.7356 Intermediate Similarity NPC470155
0.7356 Intermediate Similarity NPC60018
0.7356 Intermediate Similarity NPC477447
0.7356 Intermediate Similarity NPC154043
0.734 Intermediate Similarity NPC473064
0.734 Intermediate Similarity NPC473065
0.734 Intermediate Similarity NPC473067
0.7333 Intermediate Similarity NPC202937
0.7333 Intermediate Similarity NPC43912
0.7333 Intermediate Similarity NPC140446
0.7326 Intermediate Similarity NPC186588
0.7317 Intermediate Similarity NPC473238
0.7317 Intermediate Similarity NPC472341
0.7312 Intermediate Similarity NPC311246
0.7312 Intermediate Similarity NPC256104
0.7312 Intermediate Similarity NPC473726
0.7312 Intermediate Similarity NPC277774
0.7312 Intermediate Similarity NPC211845
0.7312 Intermediate Similarity NPC182740
0.7312 Intermediate Similarity NPC122083
0.7312 Intermediate Similarity NPC167644
0.7308 Intermediate Similarity NPC472946
0.7303 Intermediate Similarity NPC273290
0.7303 Intermediate Similarity NPC232044
0.7294 Intermediate Similarity NPC471045
0.7283 Intermediate Similarity NPC473542
0.7283 Intermediate Similarity NPC65550
0.7283 Intermediate Similarity NPC223143
0.7273 Intermediate Similarity NPC477285
0.7273 Intermediate Similarity NPC111582
0.7263 Intermediate Similarity NPC142264
0.7263 Intermediate Similarity NPC156377
0.7263 Intermediate Similarity NPC476510
0.7262 Intermediate Similarity NPC136424
0.7241 Intermediate Similarity NPC470154
0.7241 Intermediate Similarity NPC216941
0.7241 Intermediate Similarity NPC470156
0.7234 Intermediate Similarity NPC39453
0.7234 Intermediate Similarity NPC309866
0.7234 Intermediate Similarity NPC113500
0.7234 Intermediate Similarity NPC3538
0.7234 Intermediate Similarity NPC470424
0.7234 Intermediate Similarity NPC45959
0.7234 Intermediate Similarity NPC252253
0.7234 Intermediate Similarity NPC477224
0.7234 Intermediate Similarity NPC473503
0.7229 Intermediate Similarity NPC472945
0.7229 Intermediate Similarity NPC308489
0.7229 Intermediate Similarity NPC472944
0.7222 Intermediate Similarity NPC477283
0.7216 Intermediate Similarity NPC470030
0.7204 Intermediate Similarity NPC476668
0.7204 Intermediate Similarity NPC473637
0.7204 Intermediate Similarity NPC473830
0.7204 Intermediate Similarity NPC5632
0.7204 Intermediate Similarity NPC204881
0.7204 Intermediate Similarity NPC149966
0.7195 Intermediate Similarity NPC195530
0.7195 Intermediate Similarity NPC109457
0.7195 Intermediate Similarity NPC157422
0.7195 Intermediate Similarity NPC127094
0.7195 Intermediate Similarity NPC100586
0.7191 Intermediate Similarity NPC86238
0.7191 Intermediate Similarity NPC227260
0.7188 Intermediate Similarity NPC470028
0.7188 Intermediate Similarity NPC476040
0.7188 Intermediate Similarity NPC474994
0.7188 Intermediate Similarity NPC233649
0.7188 Intermediate Similarity NPC476021
0.7179 Intermediate Similarity NPC476702
0.7176 Intermediate Similarity NPC171658
0.7174 Intermediate Similarity NPC82955
0.7174 Intermediate Similarity NPC131466
0.716 Intermediate Similarity NPC241085
0.716 Intermediate Similarity NPC299948
0.716 Intermediate Similarity NPC470833
0.716 Intermediate Similarity NPC470830
0.7159 Intermediate Similarity NPC286719
0.7159 Intermediate Similarity NPC477286
0.7159 Intermediate Similarity NPC296734
0.7159 Intermediate Similarity NPC475849
0.7158 Intermediate Similarity NPC92196
0.7158 Intermediate Similarity NPC17336
0.7158 Intermediate Similarity NPC469710
0.7143 Intermediate Similarity NPC95804
0.7143 Intermediate Similarity NPC185547
0.7143 Intermediate Similarity NPC186851

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473257 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
0.7375 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.6947 Remote Similarity NPD8171 Discontinued
0.6932 Remote Similarity NPD6928 Phase 2
0.675 Remote Similarity NPD371 Approved
0.6667 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4787 Phase 1
0.6634 Remote Similarity NPD1700 Approved
0.6437 Remote Similarity NPD1810 Approved
0.6437 Remote Similarity NPD1811 Approved
0.6333 Remote Similarity NPD6118 Approved
0.6333 Remote Similarity NPD6115 Approved
0.6333 Remote Similarity NPD6114 Approved
0.6333 Remote Similarity NPD6697 Approved
0.6286 Remote Similarity NPD8170 Clinical (unspecified phase)
0.625 Remote Similarity NPD7524 Approved
0.6222 Remote Similarity NPD6116 Phase 1
0.6196 Remote Similarity NPD7525 Registered
0.6111 Remote Similarity NPD6117 Approved
0.6105 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6092 Remote Similarity NPD2686 Approved
0.6092 Remote Similarity NPD2687 Approved
0.6092 Remote Similarity NPD2254 Approved
0.6053 Remote Similarity NPD7328 Approved
0.6053 Remote Similarity NPD7327 Approved
0.6023 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD6695 Phase 3
0.6 Remote Similarity NPD3703 Phase 2
0.6 Remote Similarity NPD4159 Approved
0.598 Remote Similarity NPD7991 Discontinued
0.5909 Remote Similarity NPD4244 Approved
0.5909 Remote Similarity NPD4245 Approved
0.5909 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5889 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5851 Remote Similarity NPD4748 Discontinued
0.5849 Remote Similarity NPD5344 Discontinued
0.5833 Remote Similarity NPD3669 Approved
0.5833 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5824 Remote Similarity NPD3702 Approved
0.5812 Remote Similarity NPD8377 Approved
0.5812 Remote Similarity NPD8294 Approved
0.5795 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5795 Remote Similarity NPD3698 Phase 2
0.5795 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5763 Remote Similarity NPD8378 Approved
0.5763 Remote Similarity NPD8033 Approved
0.5763 Remote Similarity NPD8379 Approved
0.5763 Remote Similarity NPD8380 Approved
0.5763 Remote Similarity NPD8296 Approved
0.5763 Remote Similarity NPD8335 Approved
0.5761 Remote Similarity NPD6933 Approved
0.5758 Remote Similarity NPD7750 Discontinued
0.5743 Remote Similarity NPD3168 Discontinued
0.5727 Remote Similarity NPD6412 Phase 2
0.5702 Remote Similarity NPD4632 Approved
0.5702 Remote Similarity NPD8133 Approved
0.5698 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6931 Approved
0.5684 Remote Similarity NPD6930 Phase 2
0.5682 Remote Similarity NPD5360 Phase 3
0.5682 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6059 Approved
0.5678 Remote Similarity NPD6054 Approved
0.5678 Remote Similarity NPD6319 Approved
0.5676 Remote Similarity NPD5345 Clinical (unspecified phase)
0.566 Remote Similarity NPD7638 Approved
0.5636 Remote Similarity NPD7128 Approved
0.5636 Remote Similarity NPD5739 Approved
0.5636 Remote Similarity NPD6402 Approved
0.5636 Remote Similarity NPD6675 Approved
0.563 Remote Similarity NPD7503 Approved
0.5614 Remote Similarity NPD8297 Approved
0.5607 Remote Similarity NPD7640 Approved
0.5607 Remote Similarity NPD7639 Approved
0.56 Remote Similarity NPD4751 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   16737095
ChEMBL   CHEMBL388090
ZINC  

Physicochemical Properties

Molecular Weight:  508.38
ALogP:  0.3041
MLogP:  4.1
XLogP:  3.92
# Rotatable Bonds:  15
Polar Surface Area:  102.68
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  36

Download Data

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Similar NPs/Drugs