Natural Product: NPC475001

Natural Product ID:  NPC475001
Common Name:   Sodwanone U
IUPAC Name:   4a-[2-[(5aS,9aS)-2,2,5a,7-tetramethyl-3-oxo-5,8,9,9a-tetrahydro-4H-1-benzoxepin-6-yl]ethyl]-8-hydroxy-1,1,5,6-tetramethyl-3,4-dihydronaphthalene-2,7-dione
Synonyms:   Sodwanone U
Molecular Formula:   C30H42O5
Standard InCHIKey:  YXSQKWSQGDLZRY-REVIUNNWSA-N
Standard InCHI:  InChI=1S/C30H42O5/c1-17-9-10-23-29(8,14-12-22(32)28(6,7)35-23)20(17)11-15-30-16-13-21(31)27(4,5)26(30)25(34)24(33)18(2)19(30)3/h23,34H,9-16H2,1-8H3/t23-,29-,30?/m0/s1
Canonical SMILES:  O=C1C(=C(C)C2(C(=C1O)C(C)(C)C(=O)CC2)CCC1=C(C)CC[C@H]2[C@@]1(C)CCC(=O)C(O2)(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
NPO32663 Axinella Genus Axinellidae Eukaryota South African PMID[17190448]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 30000 nM 19928832
NPT2 Others Unspecified IC50 > 30000 nM 23142320
NPT90 Cell Line DU-145 Homo sapiens IC50 > 30000 nM 18598080
NPT306 Cell Line PC-3 Homo sapiens IC50 > 30000 nM 15921415
NPT2 Others Unspecified IC50 > 30000 nM 8254357
NPT2 Others Unspecified IC50 > 30000 nM 15711537
NPT396 Cell Line T47D Homo sapiens IC50 > 30000 nM 12762819

  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 NPC475001 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
1.0 High Similarity NPC185059
0.9419 High Similarity NPC248913
0.9205 High Similarity NPC212812
0.837 Intermediate Similarity NPC477439
0.8352 Intermediate Similarity NPC111883
0.828 Intermediate Similarity NPC477438
0.828 Intermediate Similarity NPC477437
0.8261 Intermediate Similarity NPC477435
0.8261 Intermediate Similarity NPC477436
0.8172 Intermediate Similarity NPC293086
0.8043 Intermediate Similarity NPC474209
0.8043 Intermediate Similarity NPC475823
0.8043 Intermediate Similarity NPC113393
0.8041 Intermediate Similarity NPC124211
0.798 Intermediate Similarity NPC40170
0.7959 Intermediate Similarity NPC80781
0.7959 Intermediate Similarity NPC53222
0.7957 Intermediate Similarity NPC99380
0.7938 Intermediate Similarity NPC472972
0.7907 Intermediate Similarity NPC30321
0.7907 Intermediate Similarity NPC476808
0.7889 Intermediate Similarity NPC8518
0.7889 Intermediate Similarity NPC132228
0.7889 Intermediate Similarity NPC90287
0.7889 Intermediate Similarity NPC263997
0.7882 Intermediate Similarity NPC92080
0.7879 Intermediate Similarity NPC33973
0.7879 Intermediate Similarity NPC70967
0.7879 Intermediate Similarity NPC179208
0.7826 Intermediate Similarity NPC53454
0.7826 Intermediate Similarity NPC307298
0.7826 Intermediate Similarity NPC230387
0.7812 Intermediate Similarity NPC96859
0.7812 Intermediate Similarity NPC272411
0.7812 Intermediate Similarity NPC305483
0.7812 Intermediate Similarity NPC328162
0.78 Intermediate Similarity NPC470251
0.78 Intermediate Similarity NPC2436
0.78 Intermediate Similarity NPC216245
0.78 Intermediate Similarity NPC135854
0.7789 Intermediate Similarity NPC23170
0.7789 Intermediate Similarity NPC474328
0.7765 Intermediate Similarity NPC175079
0.7755 Intermediate Similarity NPC88198
0.7753 Intermediate Similarity NPC103486
0.7742 Intermediate Similarity NPC68148
0.7742 Intermediate Similarity NPC65615
0.7732 Intermediate Similarity NPC216904
0.7732 Intermediate Similarity NPC43747
0.7717 Intermediate Similarity NPC272039
0.7717 Intermediate Similarity NPC220930
0.7711 Intermediate Similarity NPC173321
0.7708 Intermediate Similarity NPC317586
0.7708 Intermediate Similarity NPC470016
0.7708 Intermediate Similarity NPC200702
0.7692 Intermediate Similarity NPC478245
0.7692 Intermediate Similarity NPC197823
0.7692 Intermediate Similarity NPC32037
0.7692 Intermediate Similarity NPC6185
0.7692 Intermediate Similarity NPC241512
0.7684 Intermediate Similarity NPC211230
0.7684 Intermediate Similarity NPC271652
0.7677 Intermediate Similarity NPC470184
0.767 Intermediate Similarity NPC20192
0.766 Intermediate Similarity NPC223093
0.7653 Intermediate Similarity NPC275439
0.7653 Intermediate Similarity NPC112753
0.764 Intermediate Similarity NPC55869
0.7634 Intermediate Similarity NPC143767
0.7634 Intermediate Similarity NPC143025
0.7634 Intermediate Similarity NPC131470
0.7629 Intermediate Similarity NPC91439
0.7624 Intermediate Similarity NPC213366
0.7614 Intermediate Similarity NPC475681
0.7604 Intermediate Similarity NPC160413
0.7604 Intermediate Similarity NPC472976
0.7604 Intermediate Similarity NPC166906
0.7604 Intermediate Similarity NPC472977
0.76 Intermediate Similarity NPC308726
0.76 Intermediate Similarity NPC119601
0.7582 Intermediate Similarity NPC40687
0.7579 Intermediate Similarity NPC185936
0.7579 Intermediate Similarity NPC168027
0.7579 Intermediate Similarity NPC472978
0.7579 Intermediate Similarity NPC472975
0.7579 Intermediate Similarity NPC73457
0.7576 Intermediate Similarity NPC157787
0.7576 Intermediate Similarity NPC46761
0.7556 Intermediate Similarity NPC48362
0.7553 Intermediate Similarity NPC472973
0.7553 Intermediate Similarity NPC86319
0.7553 Intermediate Similarity NPC275740
0.7551 Intermediate Similarity NPC470834
0.7528 Intermediate Similarity NPC108955
0.7526 Intermediate Similarity NPC473170
0.7525 Intermediate Similarity NPC470839
0.7525 Intermediate Similarity NPC194323
0.75 Intermediate Similarity NPC474680
0.75 Intermediate Similarity NPC472643
0.75 Intermediate Similarity NPC286174
0.75 Intermediate Similarity NPC163372
0.75 Intermediate Similarity NPC302537
0.75 Intermediate Similarity NPC133652
0.75 Intermediate Similarity NPC77947
0.7474 Intermediate Similarity NPC183283
0.7474 Intermediate Similarity NPC472325
0.7473 Intermediate Similarity NPC64600
0.7451 Intermediate Similarity NPC137657
0.7449 Intermediate Similarity NPC472733
0.7449 Intermediate Similarity NPC472734
0.7449 Intermediate Similarity NPC21681
0.7449 Intermediate Similarity NPC472675
0.7449 Intermediate Similarity NPC95565
0.7449 Intermediate Similarity NPC249954
0.7447 Intermediate Similarity NPC471722
0.7444 Intermediate Similarity NPC474085
0.7444 Intermediate Similarity NPC225515
0.7429 Intermediate Similarity NPC473036
0.7429 Intermediate Similarity NPC272898
0.7429 Intermediate Similarity NPC129689
0.7426 Intermediate Similarity NPC163249
0.7423 Intermediate Similarity NPC196485
0.7423 Intermediate Similarity NPC184870
0.7423 Intermediate Similarity NPC474882
0.7423 Intermediate Similarity NPC245972
0.7419 Intermediate Similarity NPC56588
0.7419 Intermediate Similarity NPC472974
0.7419 Intermediate Similarity NPC94666
0.7419 Intermediate Similarity NPC229717
0.7419 Intermediate Similarity NPC72133
0.7416 Intermediate Similarity NPC192329
0.74 Intermediate Similarity NPC474720
0.74 Intermediate Similarity NPC112167
0.74 Intermediate Similarity NPC316964
0.74 Intermediate Similarity NPC104861
0.7396 Intermediate Similarity NPC63748
0.7396 Intermediate Similarity NPC470036
0.7396 Intermediate Similarity NPC174167
0.7391 Intermediate Similarity NPC60951
0.7379 Intermediate Similarity NPC472645
0.7379 Intermediate Similarity NPC478052
0.7374 Intermediate Similarity NPC18509
0.7374 Intermediate Similarity NPC472731
0.7374 Intermediate Similarity NPC472732
0.7374 Intermediate Similarity NPC473456
0.7368 Intermediate Similarity NPC280833
0.7368 Intermediate Similarity NPC77263
0.7368 Intermediate Similarity NPC250592
0.7368 Intermediate Similarity NPC474245
0.7358 Intermediate Similarity NPC115303
0.7358 Intermediate Similarity NPC43775
0.7353 Intermediate Similarity NPC111323
0.7353 Intermediate Similarity NPC131366
0.7353 Intermediate Similarity NPC275583
0.7353 Intermediate Similarity NPC251017
0.7353 Intermediate Similarity NPC90177
0.7347 Intermediate Similarity NPC259286
0.7347 Intermediate Similarity NPC255809
0.7347 Intermediate Similarity NPC134067
0.7347 Intermediate Similarity NPC474602
0.734 Intermediate Similarity NPC138756
0.734 Intermediate Similarity NPC472324
0.734 Intermediate Similarity NPC99909
0.7333 Intermediate Similarity NPC74086
0.7333 Intermediate Similarity NPC2482
0.7333 Intermediate Similarity NPC18955
0.7327 Intermediate Similarity NPC469327
0.7327 Intermediate Similarity NPC472637
0.732 Intermediate Similarity NPC263780
0.732 Intermediate Similarity NPC109414
0.732 Intermediate Similarity NPC25750
0.732 Intermediate Similarity NPC69454
0.732 Intermediate Similarity NPC79117
0.7315 Intermediate Similarity NPC247069
0.7315 Intermediate Similarity NPC261330
0.7312 Intermediate Similarity NPC79573
0.7312 Intermediate Similarity NPC470574
0.7308 Intermediate Similarity NPC202524
0.7308 Intermediate Similarity NPC44063
0.7308 Intermediate Similarity NPC475294
0.7303 Intermediate Similarity NPC178852
0.7303 Intermediate Similarity NPC23778
0.73 Intermediate Similarity NPC472730
0.73 Intermediate Similarity NPC153776
0.73 Intermediate Similarity NPC177680
0.73 Intermediate Similarity NPC478056
0.73 Intermediate Similarity NPC147954
0.73 Intermediate Similarity NPC472729
0.7292 Intermediate Similarity NPC136801
0.7292 Intermediate Similarity NPC478258
0.7292 Intermediate Similarity NPC478257
0.7292 Intermediate Similarity NPC38952
0.7292 Intermediate Similarity NPC20388
0.729 Intermediate Similarity NPC474516
0.729 Intermediate Similarity NPC90769
0.7283 Intermediate Similarity NPC169941
0.7283 Intermediate Similarity NPC251475
0.7283 Intermediate Similarity NPC105803
0.7283 Intermediate Similarity NPC66764
0.7283 Intermediate Similarity NPC110150

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475001 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
0.7549 Intermediate Similarity NPD7128 Approved
0.7549 Intermediate Similarity NPD5739 Approved
0.7549 Intermediate Similarity NPD6675 Approved
0.7549 Intermediate Similarity NPD6402 Approved
0.7528 Intermediate Similarity NPD4695 Discontinued
0.7404 Intermediate Similarity NPD7320 Approved
0.7404 Intermediate Similarity NPD6899 Approved
0.7404 Intermediate Similarity NPD6881 Approved
0.7374 Intermediate Similarity NPD4755 Approved
0.7368 Intermediate Similarity NPD5328 Approved
0.7347 Intermediate Similarity NPD5695 Phase 3
0.7333 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6373 Approved
0.7333 Intermediate Similarity NPD6372 Approved
0.7308 Intermediate Similarity NPD5697 Approved
0.7308 Intermediate Similarity NPD5701 Approved
0.7303 Intermediate Similarity NPD3617 Approved
0.7273 Intermediate Similarity NPD4697 Phase 3
0.7273 Intermediate Similarity NPD5221 Approved
0.7273 Intermediate Similarity NPD5222 Approved
0.7273 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7290 Approved
0.7264 Intermediate Similarity NPD7102 Approved
0.7264 Intermediate Similarity NPD6883 Approved
0.7245 Intermediate Similarity NPD7748 Approved
0.7238 Intermediate Similarity NPD6011 Approved
0.7234 Intermediate Similarity NPD5279 Phase 3
0.7228 Intermediate Similarity NPD5285 Approved
0.7228 Intermediate Similarity NPD4696 Approved
0.7228 Intermediate Similarity NPD4700 Approved
0.7228 Intermediate Similarity NPD5286 Approved
0.7216 Intermediate Similarity NPD6079 Approved
0.72 Intermediate Similarity NPD5173 Approved
0.72 Intermediate Similarity NPD6083 Phase 2
0.72 Intermediate Similarity NPD6084 Phase 2
0.7196 Intermediate Similarity NPD6649 Approved
0.7196 Intermediate Similarity NPD6847 Approved
0.7196 Intermediate Similarity NPD6869 Approved
0.7196 Intermediate Similarity NPD6617 Approved
0.7196 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD8130 Phase 1
0.7196 Intermediate Similarity NPD6650 Approved
0.7188 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6013 Approved
0.717 Intermediate Similarity NPD6014 Approved
0.717 Intermediate Similarity NPD6012 Approved
0.7157 Intermediate Similarity NPD5223 Approved
0.713 Intermediate Similarity NPD8297 Approved
0.713 Intermediate Similarity NPD6882 Approved
0.7108 Intermediate Similarity NPD7341 Phase 2
0.7087 Intermediate Similarity NPD4633 Approved
0.7087 Intermediate Similarity NPD5211 Phase 2
0.7087 Intermediate Similarity NPD5226 Approved
0.7087 Intermediate Similarity NPD5224 Approved
0.7087 Intermediate Similarity NPD5225 Approved
0.7083 Intermediate Similarity NPD6672 Approved
0.7083 Intermediate Similarity NPD5737 Approved
0.7053 Intermediate Similarity NPD3618 Phase 1
0.7041 Intermediate Similarity NPD6411 Approved
0.7041 Intermediate Similarity NPD7515 Phase 2
0.703 Intermediate Similarity NPD7902 Approved
0.7024 Intermediate Similarity NPD3704 Approved
0.7021 Intermediate Similarity NPD4786 Approved
0.7019 Intermediate Similarity NPD5174 Approved
0.7019 Intermediate Similarity NPD4754 Approved
0.7019 Intermediate Similarity NPD5175 Approved
0.701 Intermediate Similarity NPD4753 Phase 2
0.6989 Remote Similarity NPD3667 Approved
0.697 Remote Similarity NPD6399 Phase 3
0.6961 Remote Similarity NPD5696 Approved
0.6952 Remote Similarity NPD5141 Approved
0.6947 Remote Similarity NPD5329 Approved
0.6887 Remote Similarity NPD4768 Approved
0.6887 Remote Similarity NPD4767 Approved
0.6875 Remote Similarity NPD5280 Approved
0.6875 Remote Similarity NPD5690 Phase 2
0.6875 Remote Similarity NPD4694 Approved
0.6869 Remote Similarity NPD6050 Approved
0.6842 Remote Similarity NPD3666 Approved
0.6842 Remote Similarity NPD3665 Phase 1
0.6842 Remote Similarity NPD3133 Approved
0.6842 Remote Similarity NPD4197 Approved
0.6837 Remote Similarity NPD6080 Approved
0.6837 Remote Similarity NPD6101 Approved
0.6837 Remote Similarity NPD6673 Approved
0.6837 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6837 Remote Similarity NPD6904 Approved
0.6824 Remote Similarity NPD7331 Phase 2
0.6814 Remote Similarity NPD6335 Approved
0.6804 Remote Similarity NPD3573 Approved
0.68 Remote Similarity NPD4202 Approved
0.6786 Remote Similarity NPD6868 Approved
0.6786 Remote Similarity NPD6274 Approved
0.6768 Remote Similarity NPD5692 Phase 3
0.6759 Remote Similarity NPD5128 Approved
0.6759 Remote Similarity NPD4730 Approved
0.6759 Remote Similarity NPD4729 Approved
0.6754 Remote Similarity NPD7100 Approved
0.6754 Remote Similarity NPD7101 Approved
0.6733 Remote Similarity NPD7900 Approved
0.6733 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6726 Remote Similarity NPD6317 Approved
0.6701 Remote Similarity NPD6684 Approved
0.6701 Remote Similarity NPD7146 Approved
0.6701 Remote Similarity NPD7521 Approved
0.6701 Remote Similarity NPD7334 Approved
0.6701 Remote Similarity NPD6409 Approved
0.6701 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5330 Approved
0.67 Remote Similarity NPD5694 Approved
0.6696 Remote Similarity NPD6059 Approved
0.6696 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6638 Remote Similarity NPD6908 Approved
0.6638 Remote Similarity NPD6909 Approved
0.6636 Remote Similarity NPD5135 Approved
0.6636 Remote Similarity NPD5247 Approved
0.6636 Remote Similarity NPD5250 Approved
0.6636 Remote Similarity NPD4634 Approved
0.6636 Remote Similarity NPD5251 Approved
0.6636 Remote Similarity NPD5248 Approved
0.6636 Remote Similarity NPD5169 Approved
0.6636 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5249 Phase 3
0.6632 Remote Similarity NPD4221 Approved
0.6632 Remote Similarity NPD4223 Phase 3
0.6607 Remote Similarity NPD4632 Approved
0.6606 Remote Similarity NPD5168 Approved
0.6598 Remote Similarity NPD1696 Phase 3
0.6581 Remote Similarity NPD6370 Approved
0.6579 Remote Similarity NPD6009 Approved
0.6577 Remote Similarity NPD5215 Approved
0.6577 Remote Similarity NPD5127 Approved
0.6577 Remote Similarity NPD5216 Approved
0.6577 Remote Similarity NPD5217 Approved
0.6574 Remote Similarity NPD6008 Approved
0.6569 Remote Similarity NPD5282 Discontinued
0.6566 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6903 Approved
0.6552 Remote Similarity NPD6319 Approved
0.6535 Remote Similarity NPD5693 Phase 1
0.6531 Remote Similarity NPD6098 Approved
0.6526 Remote Similarity NPD4139 Approved
0.6526 Remote Similarity NPD4692 Approved
0.6525 Remote Similarity NPD7604 Phase 2
0.6505 Remote Similarity NPD5654 Approved
0.6496 Remote Similarity NPD6016 Approved
0.6496 Remote Similarity NPD5983 Phase 2
0.6496 Remote Similarity NPD6015 Approved
0.6471 Remote Similarity NPD7492 Approved
0.6471 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5778 Approved
0.6471 Remote Similarity NPD5779 Approved
0.6471 Remote Similarity NPD5133 Approved
0.6441 Remote Similarity NPD5988 Approved
0.6435 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6336 Discontinued
0.6417 Remote Similarity NPD6616 Approved
0.6404 Remote Similarity NPD5167 Approved
0.6392 Remote Similarity NPD4788 Approved
0.6387 Remote Similarity NPD8328 Phase 3
0.6381 Remote Similarity NPD5959 Approved
0.6373 Remote Similarity NPD5281 Approved
0.6373 Remote Similarity NPD5284 Approved
0.6372 Remote Similarity NPD6053 Discontinued
0.6364 Remote Similarity NPD4690 Approved
0.6364 Remote Similarity NPD4693 Phase 3
0.6364 Remote Similarity NPD4138 Approved
0.6364 Remote Similarity NPD5205 Approved
0.6364 Remote Similarity NPD4689 Approved
0.6364 Remote Similarity NPD7078 Approved
0.6364 Remote Similarity NPD4519 Discontinued
0.6364 Remote Similarity NPD4688 Approved
0.6364 Remote Similarity NPD8293 Discontinued
0.6364 Remote Similarity NPD4623 Approved
0.6356 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7638 Approved
0.6311 Remote Similarity NPD6033 Approved
0.6311 Remote Similarity NPD7736 Approved
0.6293 Remote Similarity NPD7115 Discovery
0.6289 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6286 Remote Similarity NPD7614 Phase 1
0.6275 Remote Similarity NPD4096 Approved
0.6262 Remote Similarity NPD7640 Approved
0.6262 Remote Similarity NPD7639 Approved
0.625 Remote Similarity NPD8132 Clinical (unspecified phase)
0.625 Remote Similarity NPD4748 Discontinued
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4518 Approved
0.6216 Remote Similarity NPD6412 Phase 2
0.6214 Remote Similarity NPD8035 Phase 2
0.6214 Remote Similarity NPD8034 Phase 2
0.6195 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6161 Remote Similarity NPD5345 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   16099426
ChEMBL   CHEMBL491532
ZINC  

Physicochemical Properties

Molecular Weight:  482.30
ALogP:  2.2967
MLogP:  4.21
XLogP:  3.498
# Rotatable Bonds:  12
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  35

Download Data

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Biological Activities  
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