Natural Product: NPC41217

Natural Product ID:  NPC41217
Common Name:   Ophiobolin C
IUPAC Name:  
Synonyms:   Ophiobolin C
Molecular Formula:   C25H38O3
Standard InCHIKey:  PLWMYIADTRHIMY-BNFAVABNSA-N
Standard InCHI:  InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h7,9,15,17,19-21,23,28H,6,8,10-14H2,1-5H3/b18-9-/t17-,19+,20-,21-,23+,24+,25+/m0/s1
Canonical SMILES:  O=CC1=CC[C@H]2[C@H](CC[C@@]2(C[C@H]2[C@@H]1C(=O)C[C@@]2(C)O)C)[C@H](CCC=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
NPO15684 Bipolaris maydis Species Pleosporaceae Eukaryota UNPD*
NPO5756 Amanita abrupta Species Amanitaceae Eukaryota UNPD*
NPO15571 Iphiona pinnatisecta Species Asteraceae Eukaryota UNPD*
NPO11651 Parsonsia heterophylla Species Apocynaceae Eukaryota UNPD*
NPO16867 Bursera permollis Species Burseraceae Eukaryota UNPD*
NPO16542 Aloe rupestris Species Xanthorrhoeaceae Eukaryota UNPD*
NPO15783 Stemona phyllantha Species Stemonaceae Eukaryota UNPD*
NPO12794 Hypericum pseudopetiolatum Species Hypericaceae Eukaryota UNPD*
NPO13275 Centaurea scabiosa Species Asteraceae Eukaryota UNPD*
NPO2613 Artemisia ordosica Species Asteraceae Eukaryota UNPD*
NPO5119.2 Pseudomonas chlororaphis subsp. aureofaciens Subspecies Pseudomonadaceae Bacteria UNPD*
NPO2990 Solenostemon scutellarioides Species Lamiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT236 Individual Protein C-C chemokine receptor type 5 Homo sapiens IC50 = 40000 nM 15217290

  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 NPC41217 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
0.9881 High Similarity NPC2946
0.8925 High Similarity NPC195192
0.8925 High Similarity NPC304738
0.875 High Similarity NPC477710
0.8556 High Similarity NPC477711
0.8313 Intermediate Similarity NPC251435
0.8068 Intermediate Similarity NPC20262
0.8068 Intermediate Similarity NPC256750
0.8061 Intermediate Similarity NPC25639
0.8046 Intermediate Similarity NPC164218
0.8 Intermediate Similarity NPC215481
0.7957 Intermediate Similarity NPC306168
0.7957 Intermediate Similarity NPC49946
0.7931 Intermediate Similarity NPC301769
0.7931 Intermediate Similarity NPC181195
0.7931 Intermediate Similarity NPC261125
0.7907 Intermediate Similarity NPC276769
0.7882 Intermediate Similarity NPC77501
0.7849 Intermediate Similarity NPC170775
0.7789 Intermediate Similarity NPC37816
0.7778 Intermediate Similarity NPC474748
0.7727 Intermediate Similarity NPC32758
0.7708 Intermediate Similarity NPC298919
0.7692 Intermediate Similarity NPC475796
0.7647 Intermediate Similarity NPC300940
0.7614 Intermediate Similarity NPC228911
0.7604 Intermediate Similarity NPC474807
0.7604 Intermediate Similarity NPC125180
0.76 Intermediate Similarity NPC237190
0.7586 Intermediate Similarity NPC469646
0.7582 Intermediate Similarity NPC62214
0.7553 Intermediate Similarity NPC472483
0.7529 Intermediate Similarity NPC469737
0.7474 Intermediate Similarity NPC232747
0.7474 Intermediate Similarity NPC123912
0.7474 Intermediate Similarity NPC477943
0.7473 Intermediate Similarity NPC477269
0.7473 Intermediate Similarity NPC129080
0.7473 Intermediate Similarity NPC477270
0.7473 Intermediate Similarity NPC477271
0.7473 Intermediate Similarity NPC133844
0.7471 Intermediate Similarity NPC201263
0.7444 Intermediate Similarity NPC471656
0.7444 Intermediate Similarity NPC45495
0.7429 Intermediate Similarity NPC474901
0.7429 Intermediate Similarity NPC475941
0.7426 Intermediate Similarity NPC475099
0.7426 Intermediate Similarity NPC477950
0.7423 Intermediate Similarity NPC250575
0.74 Intermediate Similarity NPC147954
0.74 Intermediate Similarity NPC477355
0.7396 Intermediate Similarity NPC472476
0.7386 Intermediate Similarity NPC124289
0.7386 Intermediate Similarity NPC226242
0.7386 Intermediate Similarity NPC25908
0.7386 Intermediate Similarity NPC141346
0.7386 Intermediate Similarity NPC115719
0.7386 Intermediate Similarity NPC473437
0.7386 Intermediate Similarity NPC142759
0.7379 Intermediate Similarity NPC13385
0.7368 Intermediate Similarity NPC471941
0.7368 Intermediate Similarity NPC472677
0.7368 Intermediate Similarity NPC58532
0.7347 Intermediate Similarity NPC90453
0.7333 Intermediate Similarity NPC7232
0.7327 Intermediate Similarity NPC474720
0.7312 Intermediate Similarity NPC230527
0.7312 Intermediate Similarity NPC7927
0.73 Intermediate Similarity NPC87090
0.73 Intermediate Similarity NPC477268
0.73 Intermediate Similarity NPC472690
0.73 Intermediate Similarity NPC472689
0.73 Intermediate Similarity NPC477267
0.7294 Intermediate Similarity NPC469914
0.7292 Intermediate Similarity NPC477215
0.7292 Intermediate Similarity NPC476388
0.7283 Intermediate Similarity NPC193347
0.7282 Intermediate Similarity NPC474207
0.7282 Intermediate Similarity NPC474330
0.7282 Intermediate Similarity NPC470839
0.7273 Intermediate Similarity NPC472256
0.7273 Intermediate Similarity NPC474011
0.7263 Intermediate Similarity NPC472493
0.7263 Intermediate Similarity NPC472481
0.7263 Intermediate Similarity NPC472484
0.7263 Intermediate Similarity NPC472482
0.7255 Intermediate Similarity NPC475867
0.7255 Intermediate Similarity NPC270155
0.7255 Intermediate Similarity NPC477356
0.7253 Intermediate Similarity NPC279667
0.7253 Intermediate Similarity NPC30675
0.7238 Intermediate Similarity NPC43285
0.7238 Intermediate Similarity NPC58370
0.7238 Intermediate Similarity NPC220974
0.7234 Intermediate Similarity NPC474218
0.7234 Intermediate Similarity NPC36350
0.7234 Intermediate Similarity NPC469948
0.7228 Intermediate Similarity NPC109556
0.7222 Intermediate Similarity NPC475970
0.7216 Intermediate Similarity NPC191684
0.7216 Intermediate Similarity NPC171441
0.7216 Intermediate Similarity NPC183283
0.7204 Intermediate Similarity NPC470165
0.7204 Intermediate Similarity NPC65350
0.7204 Intermediate Similarity NPC278648
0.7204 Intermediate Similarity NPC476082
0.72 Intermediate Similarity NPC121036
0.72 Intermediate Similarity NPC192428
0.72 Intermediate Similarity NPC472674
0.7188 Intermediate Similarity NPC474854
0.7188 Intermediate Similarity NPC328313
0.7184 Intermediate Similarity NPC87351
0.7184 Intermediate Similarity NPC118405
0.7174 Intermediate Similarity NPC171665
0.7159 Intermediate Similarity NPC206875
0.7159 Intermediate Similarity NPC469691
0.7159 Intermediate Similarity NPC167049
0.7158 Intermediate Similarity NPC183736
0.7143 Intermediate Similarity NPC164308
0.7143 Intermediate Similarity NPC84185
0.7143 Intermediate Similarity NPC66677
0.7143 Intermediate Similarity NPC471890
0.7129 Intermediate Similarity NPC477949
0.7128 Intermediate Similarity NPC161423
0.7128 Intermediate Similarity NPC144258
0.7128 Intermediate Similarity NPC227064
0.7128 Intermediate Similarity NPC472480
0.7128 Intermediate Similarity NPC473246
0.7128 Intermediate Similarity NPC214043
0.7128 Intermediate Similarity NPC329043
0.7128 Intermediate Similarity NPC85774
0.7128 Intermediate Similarity NPC321187
0.7128 Intermediate Similarity NPC82902
0.7128 Intermediate Similarity NPC58841
0.7128 Intermediate Similarity NPC470812
0.7115 Intermediate Similarity NPC111323
0.7115 Intermediate Similarity NPC311612
0.7113 Intermediate Similarity NPC472475
0.7113 Intermediate Similarity NPC326627
0.7113 Intermediate Similarity NPC275740
0.7113 Intermediate Similarity NPC472477
0.7113 Intermediate Similarity NPC86319
0.7113 Intermediate Similarity NPC310010
0.7113 Intermediate Similarity NPC97032
0.7103 Intermediate Similarity NPC470257
0.71 Intermediate Similarity NPC472932
0.7087 Intermediate Similarity NPC206079
0.7083 Intermediate Similarity NPC93778
0.7079 Intermediate Similarity NPC475771
0.7079 Intermediate Similarity NPC469678
0.7079 Intermediate Similarity NPC469669
0.7071 Intermediate Similarity NPC202824
0.7071 Intermediate Similarity NPC233118
0.7071 Intermediate Similarity NPC475488
0.7071 Intermediate Similarity NPC477361
0.7071 Intermediate Similarity NPC25750
0.7059 Intermediate Similarity NPC197386
0.7053 Intermediate Similarity NPC474853
0.7053 Intermediate Similarity NPC202868
0.7053 Intermediate Similarity NPC476628
0.7053 Intermediate Similarity NPC179006
0.7045 Intermediate Similarity NPC92909
0.7045 Intermediate Similarity NPC107783
0.7041 Intermediate Similarity NPC126993
0.7033 Intermediate Similarity NPC474056
0.703 Intermediate Similarity NPC477354
0.703 Intermediate Similarity NPC471463
0.703 Intermediate Similarity NPC49371
0.7021 Intermediate Similarity NPC473629
0.7021 Intermediate Similarity NPC477373
0.7019 Intermediate Similarity NPC204450
0.7019 Intermediate Similarity NPC477915
0.7019 Intermediate Similarity NPC195290
0.7019 Intermediate Similarity NPC473424
0.701 Intermediate Similarity NPC143767
0.701 Intermediate Similarity NPC53911
0.701 Intermediate Similarity NPC471724
0.701 Intermediate Similarity NPC131470
0.701 Intermediate Similarity NPC328539
0.701 Intermediate Similarity NPC476708
0.7009 Intermediate Similarity NPC177064
0.7009 Intermediate Similarity NPC469508
0.699 Remote Similarity NPC144956
0.699 Remote Similarity NPC280963
0.699 Remote Similarity NPC112167
0.6989 Remote Similarity NPC477372
0.6989 Remote Similarity NPC47031
0.6989 Remote Similarity NPC90055
0.6989 Remote Similarity NPC136150
0.6979 Remote Similarity NPC327115
0.6979 Remote Similarity NPC469994
0.6979 Remote Similarity NPC474733
0.6979 Remote Similarity NPC472479
0.6979 Remote Similarity NPC472491
0.6979 Remote Similarity NPC31564
0.6979 Remote Similarity NPC145879
0.6979 Remote Similarity NPC232156
0.6979 Remote Similarity NPC472494
0.6979 Remote Similarity NPC474778
0.6979 Remote Similarity NPC474732

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC41217 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
0.7283 Intermediate Similarity NPD4223 Phase 3
0.7283 Intermediate Similarity NPD4221 Approved
0.7234 Intermediate Similarity NPD5363 Approved
0.7234 Intermediate Similarity NPD5329 Approved
0.7216 Intermediate Similarity NPD5785 Approved
0.72 Intermediate Similarity NPD4697 Phase 3
0.7174 Intermediate Similarity NPD5369 Approved
0.7158 Intermediate Similarity NPD5690 Phase 2
0.7158 Intermediate Similarity NPD5786 Approved
0.7158 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6079 Approved
0.7128 Intermediate Similarity NPD4197 Approved
0.7128 Intermediate Similarity NPD3665 Phase 1
0.7128 Intermediate Similarity NPD3666 Approved
0.7128 Intermediate Similarity NPD3133 Approved
0.7113 Intermediate Similarity NPD5328 Approved
0.7113 Intermediate Similarity NPD4753 Phase 2
0.71 Intermediate Similarity NPD4629 Approved
0.71 Intermediate Similarity NPD5210 Approved
0.7021 Intermediate Similarity NPD4788 Approved
0.699 Remote Similarity NPD5285 Approved
0.699 Remote Similarity NPD5286 Approved
0.699 Remote Similarity NPD4696 Approved
0.6979 Remote Similarity NPD5280 Approved
0.6979 Remote Similarity NPD5205 Approved
0.6979 Remote Similarity NPD4138 Approved
0.6979 Remote Similarity NPD4688 Approved
0.6979 Remote Similarity NPD4693 Phase 3
0.6979 Remote Similarity NPD4694 Approved
0.6979 Remote Similarity NPD4690 Approved
0.6979 Remote Similarity NPD4689 Approved
0.6961 Remote Similarity NPD4755 Approved
0.6941 Remote Similarity NPD7331 Phase 2
0.6923 Remote Similarity NPD5223 Approved
0.6915 Remote Similarity NPD4269 Approved
0.6915 Remote Similarity NPD4270 Approved
0.6915 Remote Similarity NPD4800 Clinical (unspecified phase)
0.69 Remote Similarity NPD4202 Approved
0.6882 Remote Similarity NPD5368 Approved
0.6857 Remote Similarity NPD4633 Approved
0.6857 Remote Similarity NPD5226 Approved
0.6857 Remote Similarity NPD5211 Phase 2
0.6857 Remote Similarity NPD5225 Approved
0.6857 Remote Similarity NPD5224 Approved
0.6852 Remote Similarity NPD7320 Approved
0.6837 Remote Similarity NPD6903 Approved
0.6837 Remote Similarity NPD4518 Approved
0.6827 Remote Similarity NPD4700 Approved
0.6824 Remote Similarity NPD7341 Phase 2
0.6818 Remote Similarity NPD6649 Approved
0.6818 Remote Similarity NPD6650 Approved
0.6804 Remote Similarity NPD5279 Phase 3
0.6804 Remote Similarity NPD3618 Phase 1
0.68 Remote Similarity NPD5281 Approved
0.68 Remote Similarity NPD5284 Approved
0.6796 Remote Similarity NPD6084 Phase 2
0.6796 Remote Similarity NPD6083 Phase 2
0.6792 Remote Similarity NPD5174 Approved
0.6792 Remote Similarity NPD5175 Approved
0.6789 Remote Similarity NPD6373 Approved
0.6789 Remote Similarity NPD6372 Approved
0.6774 Remote Similarity NPD4195 Approved
0.6771 Remote Similarity NPD4786 Approved
0.6765 Remote Similarity NPD5695 Phase 3
0.6765 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6435 Approved
0.6731 Remote Similarity NPD5696 Approved
0.6729 Remote Similarity NPD5141 Approved
0.6727 Remote Similarity NPD4634 Approved
0.6702 Remote Similarity NPD4252 Approved
0.67 Remote Similarity NPD4096 Approved
0.6699 Remote Similarity NPD5221 Approved
0.6699 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5222 Approved
0.6697 Remote Similarity NPD6899 Approved
0.6697 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD4754 Approved
0.6635 Remote Similarity NPD5173 Approved
0.6633 Remote Similarity NPD5330 Approved
0.6633 Remote Similarity NPD6684 Approved
0.6633 Remote Similarity NPD7521 Approved
0.6633 Remote Similarity NPD7334 Approved
0.6633 Remote Similarity NPD6409 Approved
0.6633 Remote Similarity NPD7146 Approved
0.6606 Remote Similarity NPD5697 Approved
0.6602 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6577 Remote Similarity NPD7290 Approved
0.6577 Remote Similarity NPD6883 Approved
0.6577 Remote Similarity NPD7102 Approved
0.6569 Remote Similarity NPD6399 Phase 3
0.6562 Remote Similarity NPD3667 Approved
0.6545 Remote Similarity NPD6011 Approved
0.6545 Remote Similarity NPD4730 Approved
0.6545 Remote Similarity NPD5128 Approved
0.6545 Remote Similarity NPD4729 Approved
0.6535 Remote Similarity NPD5207 Approved
0.6518 Remote Similarity NPD6869 Approved
0.6518 Remote Similarity NPD6847 Approved
0.6518 Remote Similarity NPD6617 Approved
0.6518 Remote Similarity NPD8130 Phase 1
0.6514 Remote Similarity NPD4768 Approved
0.6514 Remote Similarity NPD4767 Approved
0.65 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6054 Approved
0.6495 Remote Similarity NPD5331 Approved
0.6495 Remote Similarity NPD5332 Approved
0.6486 Remote Similarity NPD6013 Approved
0.6486 Remote Similarity NPD6012 Approved
0.6486 Remote Similarity NPD6014 Approved
0.646 Remote Similarity NPD6882 Approved
0.646 Remote Similarity NPD8297 Approved
0.6458 Remote Similarity NPD4692 Approved
0.6458 Remote Similarity NPD4139 Approved
0.6458 Remote Similarity NPD4790 Discontinued
0.6455 Remote Similarity NPD5701 Approved
0.6436 Remote Similarity NPD6673 Approved
0.6436 Remote Similarity NPD6904 Approved
0.6436 Remote Similarity NPD6080 Approved
0.6429 Remote Similarity NPD6371 Approved
0.6429 Remote Similarity NPD5249 Phase 3
0.6429 Remote Similarity NPD5135 Approved
0.6429 Remote Similarity NPD5169 Approved
0.6429 Remote Similarity NPD5251 Approved
0.6429 Remote Similarity NPD5248 Approved
0.6429 Remote Similarity NPD5247 Approved
0.6429 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5250 Approved
0.6408 Remote Similarity NPD5133 Approved
0.6389 Remote Similarity NPD5091 Approved
0.6387 Remote Similarity NPD6370 Approved
0.6372 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5217 Approved
0.6372 Remote Similarity NPD5215 Approved
0.6372 Remote Similarity NPD5127 Approved
0.6372 Remote Similarity NPD5216 Approved
0.6364 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6008 Approved
0.6356 Remote Similarity NPD6059 Approved
0.6354 Remote Similarity NPD4695 Discontinued
0.6346 Remote Similarity NPD6001 Approved
0.6337 Remote Similarity NPD5208 Approved
0.6337 Remote Similarity NPD6672 Approved
0.6337 Remote Similarity NPD5737 Approved
0.6316 Remote Similarity NPD3617 Approved
0.6311 Remote Similarity NPD6050 Approved
0.6311 Remote Similarity NPD7078 Approved
0.6306 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6016 Approved
0.6303 Remote Similarity NPD6015 Approved
0.63 Remote Similarity NPD6098 Approved
0.6281 Remote Similarity NPD7492 Approved
0.6261 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD5988 Approved
0.6237 Remote Similarity NPD6924 Approved
0.6237 Remote Similarity NPD6926 Approved
0.623 Remote Similarity NPD6616 Approved
0.6218 Remote Similarity NPD6319 Approved
0.6214 Remote Similarity NPD5692 Phase 3
0.6207 Remote Similarity NPD5167 Approved
0.6196 Remote Similarity NPD4243 Approved
0.6186 Remote Similarity NPD4822 Approved
0.6186 Remote Similarity NPD6335 Approved
0.6186 Remote Similarity NPD4819 Approved
0.6186 Remote Similarity NPD4821 Approved
0.6186 Remote Similarity NPD4820 Approved
0.6174 Remote Similarity NPD6053 Discontinued
0.6167 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5693 Phase 1
0.6154 Remote Similarity NPD6274 Approved
0.6154 Remote Similarity NPD6411 Approved
0.6154 Remote Similarity NPD5694 Approved
0.6139 Remote Similarity NPD4623 Approved
0.6139 Remote Similarity NPD4519 Discontinued
0.6134 Remote Similarity NPD7100 Approved
0.6134 Remote Similarity NPD7101 Approved
0.6129 Remote Similarity NPD7736 Approved
0.6106 Remote Similarity NPD5168 Approved
0.6105 Remote Similarity NPD6933 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6102 Remote Similarity NPD6009 Approved
0.6102 Remote Similarity NPD6317 Approved
0.61 Remote Similarity NPD3668 Phase 3
0.6087 Remote Similarity NPD4691 Approved
0.6087 Remote Similarity NPD4747 Approved
0.608 Remote Similarity NPD7319 Approved
0.6064 Remote Similarity NPD4785 Approved
0.6064 Remote Similarity NPD5733 Approved
0.6064 Remote Similarity NPD4784 Approved
0.605 Remote Similarity NPD6314 Approved
0.605 Remote Similarity NPD6313 Approved
0.6048 Remote Similarity NPD8293 Discontinued
0.6036 Remote Similarity NPD6052 Approved
0.6022 Remote Similarity NPD5276 Approved

Structure

External Identifiers

PubChem CID   11234566
ChEMBL   CHEMBL469855
ZINC  

Physicochemical Properties

Molecular Weight:  386.28
ALogP:  1.9285
MLogP:  3.88
XLogP:  6.331
# Rotatable Bonds:  11
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  28

Download Data

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