Natural Product: NPC188239

Natural Product ID:  NPC188239
Common Name:   Penitrem C
IUPAC Name:  
Synonyms:  
Molecular Formula:   C37H44ClNO4
Standard InCHIKey:  BVVRIERIEDMORG-UWOVGSIKSA-N
Standard InCHI:  InChI=1S/C37H44ClNO4/c1-16(2)31-25(40)14-21-26(42-31)9-10-35(6)36(7)20(8-11-37(21,35)41)32-30-29-24(39-33(30)36)15-23(38)19-12-17(3)18-13-22(27(18)28(19)29)34(4,5)43-32/h14-15,18,20,22,25-27,31-32,39-41H,1,3,8-13H2,2,4-7H3/t18-,20+,22+,25-,26+,27+,31-,32+,35-,36-,37-/m1/s1
Canonical SMILES:  CC(=C)[C@H]1O[C@H]2CC[C@]3([C@@](C2=C[C@H]1O)(O)CC[C@@H]1[C@]3(C)c2[nH]c3c4c2[C@H]1OC(C)(C)[C@@H]1[C@H]2c4c(c(c3)Cl)CC(=C)[C@H]2C1)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001375 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13779 Penicillium crustosum Species Aspergillaceae Eukaryota PMID[12670149]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6649 Organism Ceratitis capitata Ceratitis capitata Activity = 0 % 22705001
NPT6649 Organism Ceratitis capitata Ceratitis capitata Activity = 94.9 % 22705001
NPT2212 Organism Oncopeltus fasciatus Oncopeltus fasciatus Survival = 29.5 % 15974602
NPT6649 Organism Ceratitis capitata Ceratitis capitata Activity = 100 % 23961115

  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 NPC188239 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
0.9587 High Similarity NPC473389
0.9541 High Similarity NPC199259
0.9104 High Similarity NPC470874
0.8853 High Similarity NPC470873
0.8682 High Similarity NPC249342
0.7532 Intermediate Similarity NPC61813
0.7407 Intermediate Similarity NPC470843
0.7407 Intermediate Similarity NPC94541
0.7403 Intermediate Similarity NPC96131
0.7316 Intermediate Similarity NPC473650
0.7316 Intermediate Similarity NPC160527
0.728 Intermediate Similarity NPC473806
0.728 Intermediate Similarity NPC471634
0.725 Intermediate Similarity NPC282033
0.7241 Intermediate Similarity NPC471284
0.7229 Intermediate Similarity NPC235900
0.7215 Intermediate Similarity NPC34271
0.7205 Intermediate Similarity NPC61637
0.7191 Intermediate Similarity NPC242446
0.7191 Intermediate Similarity NPC475476
0.7186 Intermediate Similarity NPC250129
0.7156 Intermediate Similarity NPC32200
0.7155 Intermediate Similarity NPC79107
0.7155 Intermediate Similarity NPC475424
0.7143 Intermediate Similarity NPC475165
0.7118 Intermediate Similarity NPC187456
0.7022 Intermediate Similarity NPC231342
0.7021 Intermediate Similarity NPC97388
0.7014 Intermediate Similarity NPC119700
0.6979 Remote Similarity NPC473547
0.6974 Remote Similarity NPC475151
0.6955 Remote Similarity NPC165201
0.6947 Remote Similarity NPC205403
0.6941 Remote Similarity NPC302191
0.693 Remote Similarity NPC476175
0.6895 Remote Similarity NPC198339
0.6886 Remote Similarity NPC473747
0.6883 Remote Similarity NPC477135
0.684 Remote Similarity NPC123019
0.6822 Remote Similarity NPC204303
0.6752 Remote Similarity NPC18661
0.6737 Remote Similarity NPC284102
0.6697 Remote Similarity NPC6093
0.6682 Remote Similarity NPC154293
0.668 Remote Similarity NPC469312
0.668 Remote Similarity NPC41318
0.6667 Remote Similarity NPC473565
0.6667 Remote Similarity NPC112547
0.6667 Remote Similarity NPC97525
0.6622 Remote Similarity NPC476319
0.6579 Remote Similarity NPC206967
0.6573 Remote Similarity NPC183426
0.6562 Remote Similarity NPC192270
0.6547 Remote Similarity NPC270009
0.6535 Remote Similarity NPC46413
0.646 Remote Similarity NPC472444
0.6429 Remote Similarity NPC477531
0.6429 Remote Similarity NPC293472
0.6414 Remote Similarity NPC252251
0.6402 Remote Similarity NPC476106
0.6395 Remote Similarity NPC85066
0.6395 Remote Similarity NPC181502
0.6389 Remote Similarity NPC209174
0.6379 Remote Similarity NPC48353
0.6368 Remote Similarity NPC34508
0.6364 Remote Similarity NPC473441
0.6364 Remote Similarity NPC131273
0.6357 Remote Similarity NPC472842
0.6342 Remote Similarity NPC278540
0.6341 Remote Similarity NPC314552
0.6327 Remote Similarity NPC472443
0.632 Remote Similarity NPC1203
0.6318 Remote Similarity NPC471782
0.6318 Remote Similarity NPC471583
0.6316 Remote Similarity NPC19679
0.6307 Remote Similarity NPC193777
0.6305 Remote Similarity NPC477532
0.6293 Remote Similarity NPC37473
0.6255 Remote Similarity NPC201697
0.6239 Remote Similarity NPC288785
0.6234 Remote Similarity NPC99428
0.6231 Remote Similarity NPC476514
0.623 Remote Similarity NPC245756
0.6226 Remote Similarity NPC277351
0.6221 Remote Similarity NPC311451
0.622 Remote Similarity NPC475602
0.6208 Remote Similarity NPC475112
0.6208 Remote Similarity NPC475085
0.6208 Remote Similarity NPC291535
0.6203 Remote Similarity NPC153042
0.6195 Remote Similarity NPC472586
0.619 Remote Similarity NPC473189
0.6181 Remote Similarity NPC57690
0.618 Remote Similarity NPC246700
0.6169 Remote Similarity NPC204491
0.6167 Remote Similarity NPC267423
0.6167 Remote Similarity NPC476044
0.6166 Remote Similarity NPC141428
0.6157 Remote Similarity NPC300688
0.6154 Remote Similarity NPC473320
0.6154 Remote Similarity NPC469497
0.6154 Remote Similarity NPC478074
0.6154 Remote Similarity NPC106833
0.6148 Remote Similarity NPC127677
0.614 Remote Similarity NPC151939
0.6134 Remote Similarity NPC243834
0.6134 Remote Similarity NPC70956
0.6118 Remote Similarity NPC476492
0.6116 Remote Similarity NPC162484
0.6115 Remote Similarity NPC177056
0.6113 Remote Similarity NPC107836
0.6111 Remote Similarity NPC128751
0.6109 Remote Similarity NPC72211
0.6107 Remote Similarity NPC46225
0.6104 Remote Similarity NPC30570
0.6102 Remote Similarity NPC235885
0.6098 Remote Similarity NPC475422
0.6098 Remote Similarity NPC284141
0.6091 Remote Similarity NPC184476
0.608 Remote Similarity NPC249428
0.608 Remote Similarity NPC162812
0.6074 Remote Similarity NPC472589
0.607 Remote Similarity NPC472844
0.6062 Remote Similarity NPC280548
0.6062 Remote Similarity NPC473182
0.6056 Remote Similarity NPC469594
0.6055 Remote Similarity NPC470126
0.605 Remote Similarity NPC205934
0.605 Remote Similarity NPC195314
0.605 Remote Similarity NPC43787
0.6048 Remote Similarity NPC151976
0.6048 Remote Similarity NPC292517
0.6047 Remote Similarity NPC290529
0.6041 Remote Similarity NPC474905
0.604 Remote Similarity NPC42678
0.604 Remote Similarity NPC477907
0.604 Remote Similarity NPC203614
0.604 Remote Similarity NPC477909
0.6039 Remote Similarity NPC98371
0.6039 Remote Similarity NPC313884
0.6039 Remote Similarity NPC475498
0.6039 Remote Similarity NPC475137
0.6032 Remote Similarity NPC234999
0.6032 Remote Similarity NPC216428
0.6031 Remote Similarity NPC471190
0.6031 Remote Similarity NPC475644
0.6031 Remote Similarity NPC470486
0.6031 Remote Similarity NPC471977
0.603 Remote Similarity NPC471564
0.6027 Remote Similarity NPC472587
0.6025 Remote Similarity NPC70259
0.6023 Remote Similarity NPC30456
0.6017 Remote Similarity NPC95783
0.6016 Remote Similarity NPC258062
0.6016 Remote Similarity NPC87755
0.6016 Remote Similarity NPC470280
0.6016 Remote Similarity NPC267926
0.6016 Remote Similarity NPC202503
0.6009 Remote Similarity NPC190007
0.6008 Remote Similarity NPC79293
0.6008 Remote Similarity NPC279401
0.6008 Remote Similarity NPC477533
0.6007 Remote Similarity NPC476516
0.6 Remote Similarity NPC76565
0.6 Remote Similarity NPC473667
0.6 Remote Similarity NPC266192
0.6 Remote Similarity NPC472588
0.6 Remote Similarity NPC147446
0.5993 Remote Similarity NPC472843
0.5992 Remote Similarity NPC476110
0.5992 Remote Similarity NPC477548
0.5992 Remote Similarity NPC472550
0.5992 Remote Similarity NPC475600
0.5992 Remote Similarity NPC475631
0.5992 Remote Similarity NPC48042
0.5992 Remote Similarity NPC304179
0.5992 Remote Similarity NPC62367
0.5992 Remote Similarity NPC110151
0.5992 Remote Similarity NPC87152
0.5985 Remote Similarity NPC475596
0.5985 Remote Similarity NPC217554
0.5985 Remote Similarity NPC476515
0.5985 Remote Similarity NPC475303
0.5984 Remote Similarity NPC98715
0.5984 Remote Similarity NPC475778
0.5984 Remote Similarity NPC473180
0.5984 Remote Similarity NPC2395
0.5984 Remote Similarity NPC472553
0.5983 Remote Similarity NPC94943
0.5977 Remote Similarity NPC170751
0.5977 Remote Similarity NPC473850
0.5977 Remote Similarity NPC476090
0.5976 Remote Similarity NPC225821
0.5973 Remote Similarity NPC471458
0.597 Remote Similarity NPC11408
0.5969 Remote Similarity NPC475362
0.5969 Remote Similarity NPC253580
0.5968 Remote Similarity NPC199667
0.5968 Remote Similarity NPC126066
0.5966 Remote Similarity NPC472108

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC188239 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
0.635 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6341 Remote Similarity NPD5164 Discontinued
0.6316 Remote Similarity NPD8244 Phase 2
0.6273 Remote Similarity NPD972 Clinical (unspecified phase)
0.6235 Remote Similarity NPD7218 Clinical (unspecified phase)
0.6234 Remote Similarity NPD7933 Approved
0.6234 Remote Similarity NPD7932 Clinical (unspecified phase)
0.6234 Remote Similarity NPD7934 Discovery
0.6234 Remote Similarity NPD7931 Approved
0.6215 Remote Similarity NPD7219 Approved
0.6215 Remote Similarity NPD7221 Approved
0.6198 Remote Similarity NPD4305 Clinical (unspecified phase)
0.6182 Remote Similarity NPD1554 Clinical (unspecified phase)
0.6176 Remote Similarity NPD2727 Phase 2
0.6176 Remote Similarity NPD3230 Clinical (unspecified phase)
0.6135 Remote Similarity NPD3280 Approved
0.6131 Remote Similarity NPD6773 Clinical (unspecified phase)
0.6118 Remote Similarity NPD6977 Clinical (unspecified phase)
0.6118 Remote Similarity NPD6978 Phase 2
0.6118 Remote Similarity NPD3791 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7169 Suspended
0.6104 Remote Similarity NPD5596 Phase 2
0.6096 Remote Similarity NPD6455 Phase 3
0.6079 Remote Similarity NPD4112 Clinical (unspecified phase)
0.6073 Remote Similarity NPD5939 Approved
0.6073 Remote Similarity NPD5936 Approved
0.6071 Remote Similarity NPD6717 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5003 Discontinued
0.6063 Remote Similarity NPD7548 Discontinued
0.6059 Remote Similarity NPD5913 Phase 3
0.6059 Remote Similarity NPD5912 Clinical (unspecified phase)
0.6046 Remote Similarity NPD7576 Discontinued
0.6039 Remote Similarity NPD6976 Clinical (unspecified phase)
0.6024 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6024 Remote Similarity NPD6736 Discontinued
0.5992 Remote Similarity NPD2125 Clinical (unspecified phase)
0.5991 Remote Similarity NPD1326 Approved
0.5991 Remote Similarity NPD1325 Approved
0.5976 Remote Similarity NPD6803 Clinical (unspecified phase)
0.5974 Remote Similarity NPD1503 Clinical (unspecified phase)
0.5967 Remote Similarity NPD4511 Phase 1
0.5961 Remote Similarity NPD6995 Phase 1
0.5957 Remote Similarity NPD8428 Approved
0.5957 Remote Similarity NPD8427 Approved
0.5957 Remote Similarity NPD8429 Approved
0.5954 Remote Similarity NPD4454 Phase 2
0.5944 Remote Similarity NPD4502 Phase 2
0.5943 Remote Similarity NPD3928 Approved
0.5943 Remote Similarity NPD5669 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3931 Approved
0.5939 Remote Similarity NPD7558 Phase 2
0.5935 Remote Similarity NPD3003 Approved
0.5935 Remote Similarity NPD2715 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8109 Clinical (unspecified phase)
0.5924 Remote Similarity NPD4699 Discontinued
0.5921 Remote Similarity NPD7474 Suspended
0.5918 Remote Similarity NPD2920 Discontinued
0.5914 Remote Similarity NPD8364 Approved
0.5914 Remote Similarity NPD8363 Approved
0.5909 Remote Similarity NPD7889 Clinical (unspecified phase)
0.5907 Remote Similarity NPD1534 Approved
0.5896 Remote Similarity NPD2616 Phase 3
0.5896 Remote Similarity NPD2615 Phase 3
0.5894 Remote Similarity NPD2721 Clinical (unspecified phase)
0.5882 Remote Similarity NPD2565 Phase 2
0.5882 Remote Similarity NPD2564 Approved
0.588 Remote Similarity NPD6220 Phase 3
0.5876 Remote Similarity NPD7772 Phase 3
0.5874 Remote Similarity NPD8425 Approved
0.5874 Remote Similarity NPD8426 Approved
0.5873 Remote Similarity NPD7073 Clinical (unspecified phase)
0.5873 Remote Similarity NPD5902 Approved
0.5873 Remote Similarity NPD5903 Approved
0.5872 Remote Similarity NPD8365 Clinical (unspecified phase)
0.587 Remote Similarity NPD7418 Discontinued
0.5863 Remote Similarity NPD5834 Phase 3
0.5863 Remote Similarity NPD5835 Phase 3
0.5859 Remote Similarity NPD5744 Clinical (unspecified phase)
0.5858 Remote Similarity NPD4349 Approved
0.5858 Remote Similarity NPD4350 Approved
0.5851 Remote Similarity NPD6491 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6290 Phase 2
0.5845 Remote Similarity NPD8465 Approved
0.5845 Remote Similarity NPD8466 Approved
0.5845 Remote Similarity NPD8467 Approved
0.5842 Remote Similarity NPD7673 Phase 3
0.5837 Remote Similarity NPD4076 Approved
0.5837 Remote Similarity NPD4079 Approved
0.5836 Remote Similarity NPD8468 Phase 2
0.583 Remote Similarity NPD5522 Clinical (unspecified phase)
0.582 Remote Similarity NPD2175 Phase 3
0.582 Remote Similarity NPD2177 Approved
0.582 Remote Similarity NPD2176 Approved
0.5819 Remote Similarity NPD2381 Approved
0.5819 Remote Similarity NPD2382 Approved
0.5819 Remote Similarity NPD2380 Approved
0.5816 Remote Similarity NPD6281 Approved
0.5815 Remote Similarity NPD5140 Approved
0.5815 Remote Similarity NPD5138 Approved
0.5806 Remote Similarity NPD3932 Clinical (unspecified phase)
0.5794 Remote Similarity NPD3506 Approved
0.5794 Remote Similarity NPD3505 Approved
0.5792 Remote Similarity NPD6630 Clinical (unspecified phase)
0.5787 Remote Similarity NPD5612 Discontinued
0.5783 Remote Similarity NPD3930 Clinical (unspecified phase)
0.5779 Remote Similarity NPD7946 Pre-registration
0.5778 Remote Similarity NPD5807 Phase 2
0.5764 Remote Similarity NPD8460 Approved
0.5764 Remote Similarity NPD8459 Approved
0.5764 Remote Similarity NPD7129 Suspended
0.5763 Remote Similarity NPD7252 Clinical (unspecified phase)
0.5761 Remote Similarity NPD5411 Discontinued
0.576 Remote Similarity NPD7947 Clinical (unspecified phase)
0.5758 Remote Similarity NPD6494 Phase 2
0.5755 Remote Similarity NPD1768 Approved
0.5754 Remote Similarity NPD5067 Phase 2
0.5754 Remote Similarity NPD5066 Phase 2
0.5748 Remote Similarity NPD7707 Approved
0.5742 Remote Similarity NPD6985 Discontinued
0.5741 Remote Similarity NPD7688 Phase 1
0.574 Remote Similarity NPD7956 Approved
0.574 Remote Similarity NPD7955 Approved
0.5738 Remote Similarity NPD5083 Clinical (unspecified phase)
0.5736 Remote Similarity NPD5507 Approved
0.5736 Remote Similarity NPD5506 Approved
0.5734 Remote Similarity NPD1592 Phase 3
0.5732 Remote Similarity NPD4601 Approved
0.5732 Remote Similarity NPD4600 Approved
0.5732 Remote Similarity NPD4951 Discontinued
0.5726 Remote Similarity NPD6289 Clinical (unspecified phase)
0.5725 Remote Similarity NPD4875 Phase 3
0.5725 Remote Similarity NPD4876 Phase 3
0.572 Remote Similarity NPD3038 Discontinued
0.5714 Remote Similarity NPD1856 Discontinued
0.5714 Remote Similarity NPD6160 Clinical (unspecified phase)
0.5709 Remote Similarity NPD8094 Discontinued
0.5699 Remote Similarity NPD8358 Approved
0.5697 Remote Similarity NPD8423 Phase 2
0.5697 Remote Similarity NPD7671 Approved
0.5697 Remote Similarity NPD7672 Approved
0.5697 Remote Similarity NPD2739 Clinical (unspecified phase)
0.5697 Remote Similarity NPD8399 Phase 1
0.5691 Remote Similarity NPD8395 Approved
0.5691 Remote Similarity NPD4118 Clinical (unspecified phase)
0.5691 Remote Similarity NPD8396 Approved
0.5687 Remote Similarity NPD4328 Approved
0.568 Remote Similarity NPD4901 Clinical (unspecified phase)
0.568 Remote Similarity NPD8403 Phase 1
0.568 Remote Similarity NPD5530 Phase 1
0.5679 Remote Similarity NPD4529 Approved
0.5679 Remote Similarity NPD4526 Approved
0.5679 Remote Similarity NPD4528 Approved
0.5676 Remote Similarity NPD6615 Clinical (unspecified phase)
0.5673 Remote Similarity NPD1229 Phase 2
0.5672 Remote Similarity NPD6154 Approved
0.5671 Remote Similarity NPD5021 Discontinued
0.567 Remote Similarity NPD6158 Phase 2
0.567 Remote Similarity NPD6476 Clinical (unspecified phase)
0.5669 Remote Similarity NPD8093 Discontinued
0.5667 Remote Similarity NPD8431 Approved
0.5665 Remote Similarity NPD2076 Approved
0.5665 Remote Similarity NPD2077 Approved
0.5664 Remote Similarity NPD8160 Phase 2
0.5664 Remote Similarity NPD6026 Approved
0.5663 Remote Similarity NPD7708 Approved
0.566 Remote Similarity NPD6641 Approved
0.566 Remote Similarity NPD6642 Approved
0.5659 Remote Similarity NPD7194 Discontinued
0.5658 Remote Similarity NPD6456 Discontinued
0.5657 Remote Similarity NPD5429 Discontinued
0.565 Remote Similarity NPD7777 Approved
0.565 Remote Similarity NPD7778 Approved
0.565 Remote Similarity NPD53 Approved
0.5647 Remote Similarity NPD3795 Approved
0.5647 Remote Similarity NPD3794 Approved
0.564 Remote Similarity NPD4038 Approved
0.564 Remote Similarity NPD4037 Approved
0.564 Remote Similarity NPD4039 Approved
0.564 Remote Similarity NPD4036 Approved
0.564 Remote Similarity NPD4122 Approved
0.564 Remote Similarity NPD31 Approved
0.564 Remote Similarity NPD4033 Approved
0.564 Remote Similarity NPD4035 Approved
0.564 Remote Similarity NPD32 Approved
0.564 Remote Similarity NPD4034 Approved
0.5639 Remote Similarity NPD4671 Clinical (unspecified phase)
0.5639 Remote Similarity NPD4669 Clinical (unspecified phase)
0.5639 Remote Similarity NPD4670 Clinical (unspecified phase)
0.5638 Remote Similarity NPD7803 Approved
0.5635 Remote Similarity NPD5658 Approved
0.5625 Remote Similarity NPD7921 Approved
0.5622 Remote Similarity NPD5721 Clinical (unspecified phase)
0.5618 Remote Similarity NPD7957 Phase 1
0.5618 Remote Similarity NPD7958 Clinical (unspecified phase)
0.5613 Remote Similarity NPD4506 Discontinued
0.561 Remote Similarity NPD7948 Phase 1
0.5608 Remote Similarity NPD7069 Discontinued
0.5605 Remote Similarity NPD5497 Clinical (unspecified phase)
0.5605 Remote Similarity NPD6219 Discontinued
0.5603 Remote Similarity NPD2844 Phase 3

Structure

External Identifiers

PubChem CID   76316105
ChEMBL   CHEMBL2272679
ZINC  

Physicochemical Properties

Molecular Weight:  601.30
ALogP:  1.5315
MLogP:  4.87
XLogP:  3.74
# Rotatable Bonds:  9
Polar Surface Area:  70.95
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  9
# Heavy Atoms:  43

Download Data

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