Natural Product: NPC473650

Natural Product ID:  NPC473650
Common Name:   Nodulisporic Acid C Sodium
IUPAC Name:  
Synonyms:   Nodulisporic Acid C
Molecular Formula:   C43H57NO5.Na
Standard InCHIKey:  QQKHESJOXVWRFX-YZMPCWECSA-M
Standard InCHI:  InChI=1S/C43H57NO5.Na/c1-23(2)13-15-26-33-27(30-22-39(4,5)49-40(6,7)34(30)36(33)46)21-28-29-20-25-14-16-31-41(8,18-11-12-24(3)38(47)48)32(45)17-19-42(31,9)43(25,10)37(29)44-35(26)28;/h11-13,18,21-22,25,31-32,34,36,44-46H,14-17,19-20H2,1-10H3,(H,47,48);/q;+1/p-1/b18-11+,24-12+;/t25-,31-,32-,34+,36+,41-,42-,43+;/m0./s1
Canonical SMILES:  CC(=CCc1c2c(cc3c1[nH]c1c3C[C@H]3[C@@]1(C)[C@@]1(C)CC[C@@H]([C@@]([C@@H]1CC3)(C)/C=C/C=C(/C(=O)[O-])C)O)C1=CC(OC([C@H]1[C@@H]2O)(C)C)(C)C)C.[Na+]
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
NPO33177 nodulisporium sp. Species Xylariaceae Eukaryota PMID[12542359]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1381 Organism Aedes aegypti Aedes aegypti LD90 = 10000 ug/ml 23398362
NPT6371 Organism Lucilia sericata Lucilia sericata LD90 = 10500 ug/ml 23398362
NPT2523 Organism Ctenocephalides felis Ctenocephalides felis LD90 = 10 ug/ml 22440015

  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 NPC473650 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 NPC160527
0.9692 High Similarity NPC242446
0.9692 High Similarity NPC475476
0.9476 High Similarity NPC187456
0.9433 High Similarity NPC250129
0.9381 High Similarity NPC475165
0.9095 High Similarity NPC97388
0.9064 High Similarity NPC469312
0.9064 High Similarity NPC41318
0.9045 High Similarity NPC473547
0.8986 High Similarity NPC471634
0.8986 High Similarity NPC473806
0.8918 High Similarity NPC475151
0.8844 High Similarity NPC284102
0.8814 High Similarity NPC473747
0.8798 High Similarity NPC183426
0.8571 High Similarity NPC94541
0.8571 High Similarity NPC470843
0.851 High Similarity NPC61813
0.8483 Intermediate Similarity NPC79107
0.8483 Intermediate Similarity NPC475424
0.8479 Intermediate Similarity NPC471583
0.8479 Intermediate Similarity NPC471782
0.8454 Intermediate Similarity NPC206967
0.8433 Intermediate Similarity NPC278540
0.8411 Intermediate Similarity NPC282033
0.8365 Intermediate Similarity NPC96131
0.8243 Intermediate Similarity NPC311451
0.8182 Intermediate Similarity NPC473565
0.8182 Intermediate Similarity NPC471284
0.8178 Intermediate Similarity NPC245756
0.8173 Intermediate Similarity NPC235900
0.8122 Intermediate Similarity NPC34271
0.8088 Intermediate Similarity NPC123019
0.8041 Intermediate Similarity NPC198339
0.7991 Intermediate Similarity NPC470874
0.7921 Intermediate Similarity NPC181502
0.7921 Intermediate Similarity NPC85066
0.7913 Intermediate Similarity NPC131273
0.7913 Intermediate Similarity NPC473441
0.7897 Intermediate Similarity NPC6093
0.7889 Intermediate Similarity NPC119700
0.7854 Intermediate Similarity NPC32200
0.7828 Intermediate Similarity NPC165201
0.7817 Intermediate Similarity NPC302191
0.7799 Intermediate Similarity NPC18661
0.7784 Intermediate Similarity NPC97525
0.7773 Intermediate Similarity NPC470873
0.7707 Intermediate Similarity NPC205403
0.7707 Intermediate Similarity NPC231342
0.7613 Intermediate Similarity NPC249342
0.7559 Intermediate Similarity NPC470280
0.7536 Intermediate Similarity NPC477135
0.7525 Intermediate Similarity NPC476319
0.7488 Intermediate Similarity NPC99428
0.7449 Intermediate Similarity NPC154293
0.7374 Intermediate Similarity NPC126492
0.7373 Intermediate Similarity NPC204303
0.7366 Intermediate Similarity NPC235885
0.733 Intermediate Similarity NPC46413
0.7316 Intermediate Similarity NPC188239
0.7277 Intermediate Similarity NPC270009
0.7255 Intermediate Similarity NPC472444
0.725 Intermediate Similarity NPC34508
0.7235 Intermediate Similarity NPC61637
0.7207 Intermediate Similarity NPC314552
0.7192 Intermediate Similarity NPC472443
0.7169 Intermediate Similarity NPC234999
0.7156 Intermediate Similarity NPC2395
0.7156 Intermediate Similarity NPC280799
0.7129 Intermediate Similarity NPC472586
0.7121 Intermediate Similarity NPC472587
0.7104 Intermediate Similarity NPC475778
0.7103 Intermediate Similarity NPC476175
0.7087 Intermediate Similarity NPC19679
0.7085 Intermediate Similarity NPC204491
0.7085 Intermediate Similarity NPC203614
0.7073 Intermediate Similarity NPC300688
0.7067 Intermediate Similarity NPC160381
0.7064 Intermediate Similarity NPC476106
0.7059 Intermediate Similarity NPC293472
0.7059 Intermediate Similarity NPC9894
0.7056 Intermediate Similarity NPC477531
0.7056 Intermediate Similarity NPC474701
0.7048 Intermediate Similarity NPC106833
0.7048 Intermediate Similarity NPC469497
0.7043 Intermediate Similarity NPC252251
0.7039 Intermediate Similarity NPC192270
0.7031 Intermediate Similarity NPC112547
0.7031 Intermediate Similarity NPC202503
0.7029 Intermediate Similarity NPC473389
0.7027 Intermediate Similarity NPC48353
0.7019 Intermediate Similarity NPC473189
0.7019 Intermediate Similarity NPC280290
0.7018 Intermediate Similarity NPC51388
0.7013 Intermediate Similarity NPC209174
0.7 Intermediate Similarity NPC246700
0.7 Intermediate Similarity NPC57690
0.7 Intermediate Similarity NPC470508
0.7 Intermediate Similarity NPC128751
0.7 Intermediate Similarity NPC127677
0.7 Intermediate Similarity NPC258062
0.6987 Remote Similarity NPC199259
0.6972 Remote Similarity NPC98715
0.697 Remote Similarity NPC274640
0.6962 Remote Similarity NPC475844
0.6955 Remote Similarity NPC225821
0.6955 Remote Similarity NPC474905
0.6955 Remote Similarity NPC46225
0.6955 Remote Similarity NPC193777
0.6954 Remote Similarity NPC184476
0.6943 Remote Similarity NPC147446
0.693 Remote Similarity NPC153042
0.693 Remote Similarity NPC477532
0.6923 Remote Similarity NPC39679
0.6916 Remote Similarity NPC195314
0.6913 Remote Similarity NPC141428
0.6912 Remote Similarity NPC79129
0.6912 Remote Similarity NPC195461
0.6912 Remote Similarity NPC249150
0.6912 Remote Similarity NPC49196
0.6912 Remote Similarity NPC313985
0.6912 Remote Similarity NPC81654
0.6912 Remote Similarity NPC470279
0.6907 Remote Similarity NPC6786
0.6897 Remote Similarity NPC280548
0.6893 Remote Similarity NPC151939
0.6892 Remote Similarity NPC201697
0.6891 Remote Similarity NPC37473
0.6881 Remote Similarity NPC476044
0.6881 Remote Similarity NPC267423
0.6875 Remote Similarity NPC87856
0.6875 Remote Similarity NPC151976
0.6861 Remote Similarity NPC475422
0.6858 Remote Similarity NPC3207
0.6858 Remote Similarity NPC132211
0.6857 Remote Similarity NPC478080
0.6856 Remote Similarity NPC129042
0.6849 Remote Similarity NPC193761
0.6849 Remote Similarity NPC475112
0.6849 Remote Similarity NPC475085
0.6849 Remote Similarity NPC291535
0.6844 Remote Similarity NPC267965
0.6844 Remote Similarity NPC31700
0.6838 Remote Similarity NPC474688
0.683 Remote Similarity NPC87413
0.6828 Remote Similarity NPC293151
0.6828 Remote Similarity NPC312645
0.6824 Remote Similarity NPC471977
0.6824 Remote Similarity NPC470486
0.6824 Remote Similarity NPC471190
0.6824 Remote Similarity NPC475644
0.6822 Remote Similarity NPC67551
0.682 Remote Similarity NPC50503
0.6818 Remote Similarity NPC107836
0.6818 Remote Similarity NPC476115
0.6816 Remote Similarity NPC271862
0.6812 Remote Similarity NPC174760
0.681 Remote Similarity NPC267926
0.6804 Remote Similarity NPC300183
0.68 Remote Similarity NPC473180
0.68 Remote Similarity NPC67056
0.6797 Remote Similarity NPC266192
0.6792 Remote Similarity NPC473177
0.6787 Remote Similarity NPC477043
0.6781 Remote Similarity NPC475631
0.6781 Remote Similarity NPC87152
0.6781 Remote Similarity NPC475600
0.6781 Remote Similarity NPC476110
0.6776 Remote Similarity NPC189079
0.6774 Remote Similarity NPC243834
0.6774 Remote Similarity NPC70956
0.6773 Remote Similarity NPC162730
0.6773 Remote Similarity NPC474116
0.6771 Remote Similarity NPC87755
0.6766 Remote Similarity NPC290529
0.6766 Remote Similarity NPC473320
0.6763 Remote Similarity NPC56618
0.6763 Remote Similarity NPC84347
0.6758 Remote Similarity NPC214428
0.6757 Remote Similarity NPC300156
0.6754 Remote Similarity NPC249428
0.6753 Remote Similarity NPC144452
0.6748 Remote Similarity NPC313791
0.6744 Remote Similarity NPC55493
0.6743 Remote Similarity NPC477044
0.6743 Remote Similarity NPC72211
0.6743 Remote Similarity NPC102008
0.6743 Remote Similarity NPC477041
0.6742 Remote Similarity NPC162484
0.6741 Remote Similarity NPC209769
0.674 Remote Similarity NPC118228
0.6738 Remote Similarity NPC473506
0.6738 Remote Similarity NPC472762
0.6737 Remote Similarity NPC30456
0.673 Remote Similarity NPC190007
0.6729 Remote Similarity NPC95783
0.6726 Remote Similarity NPC12344
0.6725 Remote Similarity NPC144779
0.6725 Remote Similarity NPC294579

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473650 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
0.7453 Intermediate Similarity NPD2920 Discontinued
0.7379 Intermediate Similarity NPD2565 Phase 2
0.7379 Intermediate Similarity NPD2564 Approved
0.7277 Intermediate Similarity NPD6995 Phase 1
0.7251 Intermediate Similarity NPD5003 Discontinued
0.7207 Intermediate Similarity NPD5164 Discontinued
0.7205 Intermediate Similarity NPD7688 Phase 1
0.7095 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.6912 Remote Similarity NPD4601 Approved
0.6912 Remote Similarity NPD4600 Approved
0.6897 Remote Similarity NPD7474 Suspended
0.6889 Remote Similarity NPD7707 Approved
0.6854 Remote Similarity NPD5913 Phase 3
0.6854 Remote Similarity NPD5912 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7418 Discontinued
0.6814 Remote Similarity NPD1326 Approved
0.6814 Remote Similarity NPD1325 Approved
0.6802 Remote Similarity NPD5429 Discontinued
0.6787 Remote Similarity NPD5901 Discontinued
0.6783 Remote Similarity NPD5506 Approved
0.6783 Remote Similarity NPD5507 Approved
0.6759 Remote Similarity NPD8363 Approved
0.6759 Remote Similarity NPD8364 Approved
0.6757 Remote Similarity NPD7957 Phase 1
0.6757 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6753 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6752 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6743 Remote Similarity NPD7777 Approved
0.6743 Remote Similarity NPD7778 Approved
0.6743 Remote Similarity NPD53 Approved
0.6729 Remote Similarity NPD6281 Approved
0.6727 Remote Similarity NPD4511 Phase 1
0.6725 Remote Similarity NPD7395 Discontinued
0.6712 Remote Similarity NPD6138 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6978 Phase 2
0.6709 Remote Similarity NPD6977 Clinical (unspecified phase)
0.6706 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5398 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6455 Phase 3
0.6682 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6682 Remote Similarity NPD7010 Phase 3
0.6681 Remote Similarity NPD5939 Approved
0.6681 Remote Similarity NPD5936 Approved
0.6667 Remote Similarity NPD6176 Phase 1
0.6667 Remote Similarity NPD5744 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6717 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7946 Pre-registration
0.6667 Remote Similarity NPD5835 Phase 3
0.6667 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5834 Phase 3
0.6653 Remote Similarity NPD7770 Phase 3
0.6638 Remote Similarity NPD8160 Phase 2
0.6638 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4948 Discontinued
0.6624 Remote Similarity NPD3925 Approved
0.6624 Remote Similarity NPD6976 Clinical (unspecified phase)
0.6623 Remote Similarity NPD8094 Discontinued
0.6622 Remote Similarity NPD8423 Phase 2
0.6622 Remote Similarity NPD2510 Approved
0.6622 Remote Similarity NPD2509 Approved
0.6622 Remote Similarity NPD8399 Phase 1
0.6618 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6608 Remote Similarity NPD7470 Discontinued
0.6607 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6605 Remote Similarity NPD4334 Discontinued
0.6604 Remote Similarity NPD5596 Phase 2
0.6602 Remote Similarity NPD8465 Approved
0.6602 Remote Similarity NPD2844 Phase 3
0.6602 Remote Similarity NPD8428 Approved
0.6602 Remote Similarity NPD8467 Approved
0.6602 Remote Similarity NPD8429 Approved
0.6602 Remote Similarity NPD8427 Approved
0.6602 Remote Similarity NPD8466 Approved
0.6597 Remote Similarity NPD3746 Discontinued
0.6594 Remote Similarity NPD4897 Phase 2
0.658 Remote Similarity NPD7878 Phase 2
0.6579 Remote Similarity NPD8093 Discontinued
0.6571 Remote Similarity NPD6642 Approved
0.6571 Remote Similarity NPD6641 Approved
0.6565 Remote Similarity NPD3394 Approved
0.6565 Remote Similarity NPD3393 Approved
0.6565 Remote Similarity NPD3389 Approved
0.6562 Remote Similarity NPD8283 Approved
0.6562 Remote Similarity NPD56 Approved
0.6562 Remote Similarity NPD8282 Approved
0.6561 Remote Similarity NPD6249 Phase 2
0.6561 Remote Similarity NPD6248 Phase 2
0.6558 Remote Similarity NPD8431 Approved
0.6549 Remote Similarity NPD6376 Discontinued
0.6547 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6545 Remote Similarity NPD8358 Approved
0.654 Remote Similarity NPD4076 Approved
0.654 Remote Similarity NPD4079 Approved
0.654 Remote Similarity NPD3417 Phase 1
0.6535 Remote Similarity NPD7927 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6456 Discontinued
0.6532 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7921 Approved
0.6526 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6522 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5021 Discontinued
0.6516 Remote Similarity NPD7889 Clinical (unspecified phase)
0.6515 Remote Similarity NPD5891 Approved
0.6507 Remote Similarity NPD7069 Discontinued
0.6502 Remote Similarity NPD7931 Approved
0.6502 Remote Similarity NPD7933 Approved
0.6502 Remote Similarity NPD8425 Approved
0.6502 Remote Similarity NPD8459 Approved
0.6502 Remote Similarity NPD8426 Approved
0.6502 Remote Similarity NPD8460 Approved
0.6502 Remote Similarity NPD7934 Discovery
0.6502 Remote Similarity NPD7932 Clinical (unspecified phase)
0.65 Remote Similarity NPD5512 Phase 3
0.6498 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6498 Remote Similarity NPD4499 Approved
0.6493 Remote Similarity NPD3505 Approved
0.6493 Remote Similarity NPD3506 Approved
0.6492 Remote Similarity NPD7769 Phase 3
0.6491 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6491 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6478 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6478 Remote Similarity NPD3794 Approved
0.6478 Remote Similarity NPD3795 Approved
0.6475 Remote Similarity NPD7417 Discontinued
0.6473 Remote Similarity NPD4554 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6476 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6158 Phase 2
0.6468 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6462 Remote Similarity NPD8386 Phase 2
0.6457 Remote Similarity NPD6479 Discontinued
0.6457 Remote Similarity NPD4501 Approved
0.6457 Remote Similarity NPD4500 Approved
0.6455 Remote Similarity NPD6491 Clinical (unspecified phase)
0.6452 Remote Similarity NPD7233 Approved
0.6452 Remote Similarity NPD7234 Approved
0.645 Remote Similarity NPD7073 Clinical (unspecified phase)
0.6447 Remote Similarity NPD4506 Discontinued
0.6445 Remote Similarity NPD2380 Approved
0.6445 Remote Similarity NPD2381 Approved
0.6445 Remote Similarity NPD2382 Approved
0.6444 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6444 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6443 Remote Similarity NPD7956 Approved
0.6443 Remote Similarity NPD7955 Approved
0.6438 Remote Similarity NPD4315 Phase 2
0.6437 Remote Similarity NPD5488 Discontinued
0.6435 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6435 Remote Similarity NPD7454 Approved
0.6435 Remote Similarity NPD7455 Approved
0.6434 Remote Similarity NPD8016 Phase 3
0.6434 Remote Similarity NPD8017 Clinical (unspecified phase)
0.6432 Remote Similarity NPD5897 Approved
0.6432 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6432 Remote Similarity NPD5898 Approved
0.6432 Remote Similarity NPD5899 Approved
0.6432 Remote Similarity NPD8464 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6182 Approved
0.6429 Remote Similarity NPD43 Approved
0.6429 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6425 Remote Similarity NPD6550 Discontinued
0.6422 Remote Similarity NPD7218 Clinical (unspecified phase)
0.6417 Remote Similarity NPD7708 Approved
0.6416 Remote Similarity NPD6987 Phase 1
0.6413 Remote Similarity NPD8396 Approved
0.6413 Remote Similarity NPD8395 Approved
0.6413 Remote Similarity NPD3800 Clinical (unspecified phase)
0.641 Remote Similarity NPD6770 Approved
0.6402 Remote Similarity NPD7767 Approved
0.6396 Remote Similarity NPD7948 Phase 1
0.6396 Remote Similarity NPD6206 Phase 1
0.6396 Remote Similarity NPD1592 Phase 3
0.6391 Remote Similarity NPD5416 Discontinued
0.6388 Remote Similarity NPD6245 Phase 2
0.6384 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6377 Remote Similarity NPD6635 Approved
0.6376 Remote Similarity NPD1534 Approved
0.6375 Remote Similarity NPD7824 Approved
0.6372 Remote Similarity NPD8658 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5487 Phase 1
0.6372 Remote Similarity NPD7962 Phase 2
0.6371 Remote Similarity NPD8468 Phase 2
0.6368 Remote Similarity NPD6261 Phase 3
0.6368 Remote Similarity NPD5104 Approved
0.6368 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3525 Discontinued
0.6356 Remote Similarity NPD6145 Phase 1
0.6355 Remote Similarity NPD5086 Approved
0.6344 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6343 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4671 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4670 Clinical (unspecified phase)
0.6341 Remote Similarity NPD4669 Clinical (unspecified phase)
0.6339 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6337 Remote Similarity NPD4462 Approved
0.6337 Remote Similarity NPD4463 Approved
0.6332 Remote Similarity NPD2916 Discontinued
0.633 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6324 Remote Similarity NPD5257 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44584119
ChEMBL   CHEMBL448174
ZINC  

Physicochemical Properties

Molecular Weight:  666.42
ALogP:  3.1584
MLogP:  5.53
XLogP:  6.636
# Rotatable Bonds:  18
Polar Surface Area:  105.61
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  7
# Heavy Atoms:  49

Download Data

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Biological Activities  
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