Natural Product: NPC92235

Natural Product ID:  NPC92235
Common Name:   Trichodermamide B
IUPAC Name:   (4aR,5R,8R,8aS)-5-chloro-N-(7,8-dimethoxy-2-oxochromen-3-yl)-4a,8-dihydroxy-4,5,8,8a-tetrahydro-1,2-benzoxazine-3-carboxamide
Synonyms:  
Molecular Formula:   C20H19ClN2O8
Standard InCHIKey:  ROOWAKADKHUVSQ-OVCSSCHWSA-N
Standard InCHI:  InChI=1S/C20H19ClN2O8/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)22-18(25)11-8-20(27)14(21)6-4-12(24)17(20)31-23-11/h3-7,12,14,17,24,27H,8H2,1-2H3,(H,22,25)/t12-,14-,17+,20+/m1/s1
Canonical SMILES:  COc1c(OC)ccc2c1oc(=O)c(c2)NC(=O)C1=NO[C@@H]2[C@@](C1)(O)[C@H](Cl)C=C[C@H]2O
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
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota PMID[12662106]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 0.32 ug/ml 17618015
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 15 ug/ml 17618015
NPT20 Organism Candida albicans Candida albicans MIC = 15 ug/ml 17618015
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC = 15 ug/ml 17070063
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 0.32 ug/ml 22037378

  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 NPC92235 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
0.7703 Intermediate Similarity NPC257266
0.7667 Intermediate Similarity NPC257728
0.763 Intermediate Similarity NPC153365
0.7442 Intermediate Similarity NPC477665
0.7238 Intermediate Similarity NPC83019
0.719 Intermediate Similarity NPC204580
0.717 Intermediate Similarity NPC476661
0.7136 Intermediate Similarity NPC476662
0.7095 Intermediate Similarity NPC471563
0.7089 Intermediate Similarity NPC242728
0.7087 Intermediate Similarity NPC475566
0.7073 Intermediate Similarity NPC473562
0.707 Intermediate Similarity NPC471849
0.707 Intermediate Similarity NPC119291
0.707 Intermediate Similarity NPC471848
0.707 Intermediate Similarity NPC161144
0.7067 Intermediate Similarity NPC29531
0.7037 Intermediate Similarity NPC477666
0.7028 Intermediate Similarity NPC281629
0.7014 Intermediate Similarity NPC326027
0.7 Intermediate Similarity NPC326333
0.698 Remote Similarity NPC471823
0.6976 Remote Similarity NPC314025
0.6976 Remote Similarity NPC329816
0.6959 Remote Similarity NPC473091
0.6948 Remote Similarity NPC144314
0.6942 Remote Similarity NPC314656
0.6942 Remote Similarity NPC314213
0.6931 Remote Similarity NPC142614
0.693 Remote Similarity NPC469689
0.693 Remote Similarity NPC471031
0.6927 Remote Similarity NPC287275
0.6916 Remote Similarity NPC50548
0.6908 Remote Similarity NPC471847
0.6908 Remote Similarity NPC315913
0.6908 Remote Similarity NPC18633
0.6901 Remote Similarity NPC149962
0.69 Remote Similarity NPC53889
0.69 Remote Similarity NPC24164
0.6888 Remote Similarity NPC75695
0.6888 Remote Similarity NPC163883
0.6888 Remote Similarity NPC93498
0.6883 Remote Similarity NPC316461
0.6875 Remote Similarity NPC138083
0.6866 Remote Similarity NPC286135
0.686 Remote Similarity NPC84482
0.686 Remote Similarity NPC169645
0.6856 Remote Similarity NPC187398
0.6856 Remote Similarity NPC476348
0.6853 Remote Similarity NPC19380
0.6853 Remote Similarity NPC146277
0.685 Remote Similarity NPC187792
0.685 Remote Similarity NPC87317
0.6842 Remote Similarity NPC300611
0.6837 Remote Similarity NPC323662
0.6832 Remote Similarity NPC476371
0.6832 Remote Similarity NPC476372
0.6829 Remote Similarity NPC329992
0.6825 Remote Similarity NPC64140
0.6825 Remote Similarity NPC174122
0.6812 Remote Similarity NPC163165
0.6806 Remote Similarity NPC123859
0.6804 Remote Similarity NPC476347
0.6804 Remote Similarity NPC15577
0.6802 Remote Similarity NPC14390
0.6802 Remote Similarity NPC197125
0.68 Remote Similarity NPC78071
0.68 Remote Similarity NPC156818
0.68 Remote Similarity NPC38779
0.68 Remote Similarity NPC68324
0.68 Remote Similarity NPC160512
0.68 Remote Similarity NPC114179
0.68 Remote Similarity NPC289322
0.68 Remote Similarity NPC158900
0.6786 Remote Similarity NPC294522
0.6786 Remote Similarity NPC205727
0.6786 Remote Similarity NPC21184
0.6786 Remote Similarity NPC120426
0.6784 Remote Similarity NPC145425
0.678 Remote Similarity NPC254053
0.6777 Remote Similarity NPC234069
0.6769 Remote Similarity NPC139839
0.6769 Remote Similarity NPC48366
0.6766 Remote Similarity NPC289811
0.6766 Remote Similarity NPC160780
0.6753 Remote Similarity NPC205361
0.6753 Remote Similarity NPC98356
0.675 Remote Similarity NPC250436
0.675 Remote Similarity NPC300845
0.675 Remote Similarity NPC104983
0.675 Remote Similarity NPC318432
0.675 Remote Similarity NPC88803
0.675 Remote Similarity NPC291948
0.6749 Remote Similarity NPC41009
0.6749 Remote Similarity NPC285108
0.6749 Remote Similarity NPC33298
0.6749 Remote Similarity NPC329717
0.6737 Remote Similarity NPC43500
0.6737 Remote Similarity NPC164148
0.6735 Remote Similarity NPC107636
0.6735 Remote Similarity NPC30688
0.6735 Remote Similarity NPC176903
0.6733 Remote Similarity NPC476373
0.6733 Remote Similarity NPC203020
0.6733 Remote Similarity NPC155101
0.6733 Remote Similarity NPC239966
0.6733 Remote Similarity NPC24627
0.6732 Remote Similarity NPC207575
0.6732 Remote Similarity NPC13481
0.6731 Remote Similarity NPC309692
0.6729 Remote Similarity NPC328763
0.6729 Remote Similarity NPC94499
0.6723 Remote Similarity NPC185031
0.6719 Remote Similarity NPC172355
0.6718 Remote Similarity NPC52740
0.6717 Remote Similarity NPC228662
0.6716 Remote Similarity NPC63454
0.6716 Remote Similarity NPC1913
0.6716 Remote Similarity NPC183851
0.671 Remote Similarity NPC475624
0.6701 Remote Similarity NPC103116
0.6701 Remote Similarity NPC114740
0.67 Remote Similarity NPC109061
0.67 Remote Similarity NPC472859
0.67 Remote Similarity NPC311803
0.67 Remote Similarity NPC25389
0.6699 Remote Similarity NPC283041
0.6699 Remote Similarity NPC116745
0.6699 Remote Similarity NPC473818
0.6697 Remote Similarity NPC475768
0.6695 Remote Similarity NPC315914
0.6684 Remote Similarity NPC138212
0.6684 Remote Similarity NPC471068
0.6684 Remote Similarity NPC471069
0.6684 Remote Similarity NPC96294
0.6684 Remote Similarity NPC472969
0.6683 Remote Similarity NPC284127
0.6683 Remote Similarity NPC105827
0.6683 Remote Similarity NPC211594
0.6683 Remote Similarity NPC254540
0.6683 Remote Similarity NPC476410
0.6683 Remote Similarity NPC191930
0.6683 Remote Similarity NPC74178
0.6683 Remote Similarity NPC310661
0.6683 Remote Similarity NPC172807
0.6683 Remote Similarity NPC32064
0.6683 Remote Similarity NPC50960
0.6683 Remote Similarity NPC184755
0.6683 Remote Similarity NPC475669
0.6683 Remote Similarity NPC172202
0.6682 Remote Similarity NPC293347
0.6682 Remote Similarity NPC276120
0.6667 Remote Similarity NPC165483
0.6667 Remote Similarity NPC213197
0.6667 Remote Similarity NPC474858
0.6667 Remote Similarity NPC475349
0.6667 Remote Similarity NPC475292
0.6667 Remote Similarity NPC469437
0.6667 Remote Similarity NPC475565
0.6667 Remote Similarity NPC280493
0.6653 Remote Similarity NPC316292
0.6653 Remote Similarity NPC319774
0.6652 Remote Similarity NPC169605
0.6651 Remote Similarity NPC88560
0.6651 Remote Similarity NPC172033
0.6651 Remote Similarity NPC175230
0.6651 Remote Similarity NPC472993
0.6651 Remote Similarity NPC4390
0.6651 Remote Similarity NPC476374
0.665 Remote Similarity NPC144801
0.665 Remote Similarity NPC197188
0.665 Remote Similarity NPC476394
0.665 Remote Similarity NPC43872
0.665 Remote Similarity NPC119125
0.665 Remote Similarity NPC20237
0.665 Remote Similarity NPC289346
0.665 Remote Similarity NPC116850
0.665 Remote Similarity NPC98809
0.665 Remote Similarity NPC291510
0.665 Remote Similarity NPC164608
0.665 Remote Similarity NPC166277
0.665 Remote Similarity NPC475784
0.665 Remote Similarity NPC238672
0.6649 Remote Similarity NPC2363
0.6649 Remote Similarity NPC207516
0.6649 Remote Similarity NPC471070
0.6649 Remote Similarity NPC471763
0.6649 Remote Similarity NPC471072
0.6649 Remote Similarity NPC471071
0.6649 Remote Similarity NPC473090
0.6639 Remote Similarity NPC314743
0.6635 Remote Similarity NPC149011
0.6635 Remote Similarity NPC105511
0.6635 Remote Similarity NPC204937
0.6634 Remote Similarity NPC88023
0.6634 Remote Similarity NPC108456
0.6634 Remote Similarity NPC309025
0.6634 Remote Similarity NPC249181
0.6634 Remote Similarity NPC470402
0.6634 Remote Similarity NPC26353

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC92235 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
0.7703 Intermediate Similarity NPD7583 Approved
0.7667 Intermediate Similarity NPD7585 Approved
0.729 Intermediate Similarity NPD7584 Approved
0.6976 Remote Similarity NPD7038 Approved
0.6976 Remote Similarity NPD7039 Approved
0.6863 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6854 Remote Similarity NPD3473 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7501 Clinical (unspecified phase)
0.675 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6745 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6735 Remote Similarity NPD3686 Approved
0.6735 Remote Similarity NPD3687 Approved
0.67 Remote Similarity NPD5353 Approved
0.6698 Remote Similarity NPD4413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6651 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6634 Remote Similarity NPD5242 Approved
0.662 Remote Similarity NPD4363 Phase 3
0.662 Remote Similarity NPD4360 Phase 2
0.6619 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6619 Remote Similarity NPD7549 Discontinued
0.6617 Remote Similarity NPD3817 Phase 2
0.6615 Remote Similarity NPD4357 Discontinued
0.6587 Remote Similarity NPD5844 Phase 1
0.6585 Remote Similarity NPD7608 Discontinued
0.6575 Remote Similarity NPD7811 Phase 3
0.6575 Remote Similarity NPD7810 Phase 3
0.6566 Remote Similarity NPD1653 Approved
0.6557 Remote Similarity NPD6853 Approved
0.6557 Remote Similarity NPD6851 Approved
0.6555 Remote Similarity NPD2325 Approved
0.6552 Remote Similarity NPD7975 Clinical (unspecified phase)
0.654 Remote Similarity NPD4338 Clinical (unspecified phase)
0.654 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3818 Discontinued
0.6522 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4361 Phase 2
0.6514 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7054 Approved
0.65 Remote Similarity NPD7565 Approved
0.6497 Remote Similarity NPD3146 Approved
0.6497 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6488 Remote Similarity NPD5677 Discontinued
0.6485 Remote Similarity NPD2801 Approved
0.6476 Remote Similarity NPD7472 Approved
0.6468 Remote Similarity NPD6385 Approved
0.6468 Remote Similarity NPD6386 Approved
0.6465 Remote Similarity NPD1898 Discontinued
0.6462 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6453 Remote Similarity NPD5402 Approved
0.6445 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6445 Remote Similarity NPD6297 Approved
0.6442 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6166 Phase 2
0.6442 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7476 Discontinued
0.6441 Remote Similarity NPD2494 Approved
0.6441 Remote Similarity NPD2493 Approved
0.6436 Remote Similarity NPD1934 Approved
0.6425 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6422 Remote Similarity NPD3882 Suspended
0.6419 Remote Similarity NPD3857 Clinical (unspecified phase)
0.6418 Remote Similarity NPD4678 Approved
0.6418 Remote Similarity NPD4675 Approved
0.6409 Remote Similarity NPD2975 Approved
0.6409 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6409 Remote Similarity NPD2973 Approved
0.6409 Remote Similarity NPD2974 Approved
0.6406 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6404 Remote Similarity NPD1465 Phase 2
0.6398 Remote Similarity NPD7074 Phase 3
0.6393 Remote Similarity NPD6312 Discontinued
0.6386 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6385 Remote Similarity NPD7808 Phase 3
0.6384 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6381 Remote Similarity NPD2163 Approved
0.6377 Remote Similarity NPD7199 Phase 2
0.6376 Remote Similarity NPD7827 Phase 1
0.6372 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7263 Phase 2
0.6368 Remote Similarity NPD3450 Approved
0.6368 Remote Similarity NPD6797 Phase 2
0.6368 Remote Similarity NPD3452 Approved
0.6364 Remote Similarity NPD7048 Phase 3
0.6364 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4582 Approved
0.6356 Remote Similarity NPD4583 Approved
0.6355 Remote Similarity NPD6801 Discontinued
0.635 Remote Similarity NPD5403 Approved
0.6345 Remote Similarity NPD6190 Approved
0.6339 Remote Similarity NPD6863 Phase 2
0.6338 Remote Similarity NPD7251 Discontinued
0.6332 Remote Similarity NPD3157 Approved
0.6332 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6332 Remote Similarity NPD3158 Phase 1
0.6332 Remote Similarity NPD7783 Phase 2
0.6326 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6324 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6323 Remote Similarity NPD4580 Approved
0.6318 Remote Similarity NPD7256 Discontinued
0.6313 Remote Similarity NPD4157 Discontinued
0.6311 Remote Similarity NPD6971 Discontinued
0.6311 Remote Similarity NPD7885 Phase 2
0.6311 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7886 Phase 2
0.6311 Remote Similarity NPD7075 Discontinued
0.6311 Remote Similarity NPD4004 Approved
0.6311 Remote Similarity NPD4002 Approved
0.6305 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6303 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6303 Remote Similarity NPD8059 Phase 3
0.6303 Remote Similarity NPD8469 Approved
0.6298 Remote Similarity NPD7907 Approved
0.6287 Remote Similarity NPD824 Approved
0.6287 Remote Similarity NPD3769 Discontinued
0.6287 Remote Similarity NPD3455 Phase 2
0.6287 Remote Similarity NPD4005 Discontinued
0.6283 Remote Similarity NPD7891 Discontinued
0.6282 Remote Similarity NPD4665 Approved
0.6282 Remote Similarity NPD4111 Phase 1
0.6273 Remote Similarity NPD4466 Phase 1
0.6267 Remote Similarity NPD5006 Approved
0.6267 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6267 Remote Similarity NPD5005 Approved
0.6266 Remote Similarity NPD3949 Clinical (unspecified phase)
0.6263 Remote Similarity NPD2219 Phase 1
0.6261 Remote Similarity NPD5676 Approved
0.6256 Remote Similarity NPD2239 Approved
0.6256 Remote Similarity NPD2240 Approved
0.6256 Remote Similarity NPD4380 Phase 2
0.6256 Remote Similarity NPD3489 Phase 3
0.6256 Remote Similarity NPD1337 Clinical (unspecified phase)
0.625 Remote Similarity NPD6746 Phase 2
0.625 Remote Similarity NPD5401 Approved
0.6245 Remote Similarity NPD8151 Discontinued
0.6244 Remote Similarity NPD3060 Approved
0.6244 Remote Similarity NPD5773 Approved
0.6244 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6244 Remote Similarity NPD4162 Approved
0.6244 Remote Similarity NPD5772 Approved
0.6239 Remote Similarity NPD6842 Approved
0.6239 Remote Similarity NPD6841 Approved
0.6239 Remote Similarity NPD6843 Phase 3
0.6238 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6231 Remote Similarity NPD6652 Clinical (unspecified phase)
0.623 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6296 Discontinued
0.6226 Remote Similarity NPD7177 Discontinued
0.6226 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6225 Remote Similarity NPD6072 Discontinued
0.6223 Remote Similarity NPD7047 Phase 3
0.622 Remote Similarity NPD8127 Discontinued
0.6218 Remote Similarity NPD5124 Phase 1
0.6218 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6218 Remote Similarity NPD230 Phase 1
0.6216 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6207 Remote Similarity NPD2649 Approved
0.6207 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6207 Remote Similarity NPD2651 Approved
0.6205 Remote Similarity NPD8285 Discontinued
0.6204 Remote Similarity NPD5035 Approved
0.6203 Remote Similarity NPD6997 Phase 2
0.62 Remote Similarity NPD1511 Approved
0.62 Remote Similarity NPD6799 Approved
0.62 Remote Similarity NPD1774 Approved
0.62 Remote Similarity NPD7837 Clinical (unspecified phase)
0.62 Remote Similarity NPD5297 Approved
0.6198 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6197 Remote Similarity NPD3933 Discontinued
0.6197 Remote Similarity NPD5096 Phase 3
0.6197 Remote Similarity NPD5095 Phase 3
0.6195 Remote Similarity NPD37 Approved
0.6195 Remote Similarity NPD3057 Approved
0.6195 Remote Similarity NPD6823 Phase 2
0.6193 Remote Similarity NPD8150 Discontinued
0.619 Remote Similarity NPD7801 Approved
0.619 Remote Similarity NPD6232 Discontinued
0.619 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6188 Remote Similarity NPD4605 Approved
0.6188 Remote Similarity NPD4604 Approved
0.6186 Remote Similarity NPD7685 Pre-registration
0.6184 Remote Similarity NPD4967 Phase 2
0.6184 Remote Similarity NPD4966 Approved
0.6184 Remote Similarity NPD4965 Approved
0.6178 Remote Similarity NPD5457 Discontinued
0.6175 Remote Similarity NPD8153 Approved
0.6175 Remote Similarity NPD8152 Approved
0.6173 Remote Similarity NPD6625 Approved
0.6172 Remote Similarity NPD5494 Approved
0.6172 Remote Similarity NPD4666 Phase 3
0.6169 Remote Similarity NPD4123 Phase 3
0.6169 Remote Similarity NPD3536 Discontinued
0.6165 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7972 Discontinued
0.6165 Remote Similarity NPD7819 Suspended
0.6165 Remote Similarity NPD3465 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   639644
ChEMBL   CHEMBL259112
ZINC  

Physicochemical Properties

Molecular Weight:  450.08
ALogP:  -1.178
MLogP:  2.45
XLogP:  1.305
# Rotatable Bonds:  10
Polar Surface Area:  135.91
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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