Natural Product: NPC127362

Natural Product ID:  NPC127362
Common Name:   Cinnabarin
IUPAC Name:   2-amino-9-(hydroxymethyl)-3-oxophenoxazine-1-carboxylic acid
Synonyms:   Cinnabarin
Molecular Formula:   C14H10N2O5
Standard InCHIKey:  BHUPIKYIGMWGAD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H10N2O5/c15-11-7(18)4-9-13(10(11)14(19)20)16-12-6(5-17)2-1-3-8(12)21-9/h1-4,17H,5,15H2,(H,19,20)
Canonical SMILES:  OCc1cccc2c1nc1c(o2)cc(=O)c(c1C(=O)O)N
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
NPO22839 Gloriosa simplex Species Colchicaceae Eukaryota UNPD*
NPO32937 pycnoporus sanguineus Species NA Eukaryota J. Chem. Technol. Biotech.,1997,70: 57-59
NPO23416 Crotalaria ramosissima Species Fabaceae Eukaryota UNPD*
NPO24052 Abronia villosa Species Nyctaginaceae Eukaryota UNPD*
NPO16460 Packera glabella Species Asteraceae Eukaryota UNPD*
NPO27683 Vasconcellea quercifolia Species Caricaceae Eukaryota UNPD*
NPO25350 Merluccius hubbsi Species Merlucciidae Eukaryota UNPD*
NPO23126 Alafia multiflora Species Apocynaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 62.5 ug/ml 14987072
NPT4436 Organism Leuconostoc Leuconostoc MIC = 62.5 ug/ml 14987072

  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 NPC127362 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
0.925 High Similarity NPC8467
0.8193 Intermediate Similarity NPC314861
0.8171 Intermediate Similarity NPC231862
0.8121 Intermediate Similarity NPC57105
0.7861 Intermediate Similarity NPC315631
0.7742 Intermediate Similarity NPC208022
0.7697 Intermediate Similarity NPC313886
0.7692 Intermediate Similarity NPC297584
0.7594 Intermediate Similarity NPC214368
0.7577 Intermediate Similarity NPC66191
0.7577 Intermediate Similarity NPC316297
0.7577 Intermediate Similarity NPC314817
0.7419 Intermediate Similarity NPC108847
0.7222 Intermediate Similarity NPC43218
0.7174 Intermediate Similarity NPC262725
0.7168 Intermediate Similarity NPC301163
0.716 Intermediate Similarity NPC241392
0.7158 Intermediate Similarity NPC469829
0.7006 Intermediate Similarity NPC315632
0.6995 Remote Similarity NPC98416
0.6957 Remote Similarity NPC473987
0.6954 Remote Similarity NPC10730
0.6954 Remote Similarity NPC10875
0.6941 Remote Similarity NPC315829
0.694 Remote Similarity NPC316161
0.6919 Remote Similarity NPC469831
0.6893 Remote Similarity NPC257763
0.6862 Remote Similarity NPC469830
0.6839 Remote Similarity NPC470021
0.6793 Remote Similarity NPC9475
0.6788 Remote Similarity NPC470023
0.6779 Remote Similarity NPC314633
0.6774 Remote Similarity NPC270301
0.6771 Remote Similarity NPC203972
0.6768 Remote Similarity NPC470392
0.6742 Remote Similarity NPC306366
0.6734 Remote Similarity NPC195787
0.6734 Remote Similarity NPC246140
0.6727 Remote Similarity NPC105541
0.6686 Remote Similarity NPC314113
0.6684 Remote Similarity NPC116096
0.6684 Remote Similarity NPC230403
0.6684 Remote Similarity NPC472163
0.6667 Remote Similarity NPC28510
0.6667 Remote Similarity NPC474077
0.6667 Remote Similarity NPC330683
0.6667 Remote Similarity NPC329567
0.6667 Remote Similarity NPC56635
0.6667 Remote Similarity NPC478049
0.6667 Remote Similarity NPC83241
0.6648 Remote Similarity NPC93653
0.6629 Remote Similarity NPC70549
0.6627 Remote Similarity NPC47986
0.6606 Remote Similarity NPC313466
0.6598 Remote Similarity NPC475190
0.6597 Remote Similarity NPC232872
0.6595 Remote Similarity NPC95412
0.659 Remote Similarity NPC473769
0.6582 Remote Similarity NPC41488
0.6582 Remote Similarity NPC314948
0.6579 Remote Similarity NPC42591
0.6573 Remote Similarity NPC112766
0.6568 Remote Similarity NPC471316
0.6552 Remote Similarity NPC132771
0.6541 Remote Similarity NPC193193
0.6541 Remote Similarity NPC225381
0.6538 Remote Similarity NPC184408
0.6538 Remote Similarity NPC174576
0.6538 Remote Similarity NPC204179
0.6534 Remote Similarity NPC182119
0.6528 Remote Similarity NPC144381
0.6527 Remote Similarity NPC169766
0.6522 Remote Similarity NPC477888
0.6517 Remote Similarity NPC473422
0.6508 Remote Similarity NPC314025
0.6505 Remote Similarity NPC474953
0.65 Remote Similarity NPC311357
0.6497 Remote Similarity NPC219383
0.6494 Remote Similarity NPC259678
0.6486 Remote Similarity NPC310894
0.6484 Remote Similarity NPC118511
0.648 Remote Similarity NPC207675
0.648 Remote Similarity NPC212699
0.6477 Remote Similarity NPC217294
0.6474 Remote Similarity NPC314656
0.6474 Remote Similarity NPC314213
0.6471 Remote Similarity NPC168153
0.6464 Remote Similarity NPC235628
0.6448 Remote Similarity NPC71205
0.644 Remote Similarity NPC315913
0.644 Remote Similarity NPC320394
0.6438 Remote Similarity NPC17388
0.6438 Remote Similarity NPC53596
0.6438 Remote Similarity NPC289330
0.6438 Remote Similarity NPC31314
0.6438 Remote Similarity NPC471308
0.6438 Remote Similarity NPC160120
0.6437 Remote Similarity NPC473874
0.6433 Remote Similarity NPC241086
0.6433 Remote Similarity NPC328137
0.6433 Remote Similarity NPC317741
0.6433 Remote Similarity NPC318028
0.6433 Remote Similarity NPC282087
0.6433 Remote Similarity NPC259800
0.6433 Remote Similarity NPC318984
0.6432 Remote Similarity NPC128823
0.6425 Remote Similarity NPC66083
0.642 Remote Similarity NPC471314
0.642 Remote Similarity NPC471315
0.6418 Remote Similarity NPC1464
0.641 Remote Similarity NPC475411
0.6408 Remote Similarity NPC218303
0.6406 Remote Similarity NPC477391
0.6402 Remote Similarity NPC287152
0.64 Remote Similarity NPC313414
0.6392 Remote Similarity NPC258992
0.6392 Remote Similarity NPC18890
0.6392 Remote Similarity NPC163398
0.6391 Remote Similarity NPC470441
0.6387 Remote Similarity NPC163674
0.6386 Remote Similarity NPC473460
0.6382 Remote Similarity NPC138615
0.6382 Remote Similarity NPC218733
0.6382 Remote Similarity NPC132874
0.6382 Remote Similarity NPC265642
0.6373 Remote Similarity NPC321428
0.6369 Remote Similarity NPC471953
0.6368 Remote Similarity NPC283810
0.6356 Remote Similarity NPC161801
0.6355 Remote Similarity NPC87714
0.6354 Remote Similarity NPC477392
0.6354 Remote Similarity NPC315934
0.6352 Remote Similarity NPC240664
0.6349 Remote Similarity NPC127082
0.6346 Remote Similarity NPC30749
0.6346 Remote Similarity NPC39500
0.6341 Remote Similarity NPC325013
0.6339 Remote Similarity NPC475983
0.6339 Remote Similarity NPC69360
0.6337 Remote Similarity NPC197921
0.6337 Remote Similarity NPC326860
0.6337 Remote Similarity NPC197239
0.6335 Remote Similarity NPC197335
0.6335 Remote Similarity NPC14177
0.6331 Remote Similarity NPC317601
0.6331 Remote Similarity NPC329427
0.6327 Remote Similarity NPC92803
0.6325 Remote Similarity NPC95034
0.6325 Remote Similarity NPC142087
0.6316 Remote Similarity NPC176113
0.6316 Remote Similarity NPC51087
0.6316 Remote Similarity NPC161856
0.6313 Remote Similarity NPC184161
0.6311 Remote Similarity NPC477825
0.6308 Remote Similarity NPC205372
0.6307 Remote Similarity NPC17760
0.6302 Remote Similarity NPC272375
0.6302 Remote Similarity NPC314659
0.6301 Remote Similarity NPC477838
0.6301 Remote Similarity NPC477837
0.6301 Remote Similarity NPC91953
0.6301 Remote Similarity NPC469360
0.6298 Remote Similarity NPC477827
0.6298 Remote Similarity NPC477826
0.6296 Remote Similarity NPC473432
0.6294 Remote Similarity NPC294244
0.6292 Remote Similarity NPC470019
0.6289 Remote Similarity NPC87391
0.6289 Remote Similarity NPC33717
0.6287 Remote Similarity NPC472329
0.6287 Remote Similarity NPC472330
0.6286 Remote Similarity NPC473804
0.6284 Remote Similarity NPC27904
0.6284 Remote Similarity NPC19023
0.6284 Remote Similarity NPC227033
0.628 Remote Similarity NPC248786
0.628 Remote Similarity NPC226794
0.6279 Remote Similarity NPC181527
0.6279 Remote Similarity NPC476475
0.6276 Remote Similarity NPC5630
0.6271 Remote Similarity NPC245974
0.6267 Remote Similarity NPC274640
0.6266 Remote Similarity NPC87563
0.6264 Remote Similarity NPC66518
0.6264 Remote Similarity NPC204546
0.6263 Remote Similarity NPC474902
0.6258 Remote Similarity NPC27581
0.6258 Remote Similarity NPC476165
0.6258 Remote Similarity NPC474862
0.6257 Remote Similarity NPC6570
0.6257 Remote Similarity NPC138365
0.625 Remote Similarity NPC119569
0.625 Remote Similarity NPC92235
0.625 Remote Similarity NPC474798
0.625 Remote Similarity NPC136951
0.625 Remote Similarity NPC161155
0.625 Remote Similarity NPC97004
0.625 Remote Similarity NPC72291
0.625 Remote Similarity NPC472191
0.6244 Remote Similarity NPC22476

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC127362 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
0.7665 Intermediate Similarity NPD980 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD7546 Discontinued
0.7216 Intermediate Similarity NPD2681 Approved
0.7216 Intermediate Similarity NPD2821 Approved
0.7216 Intermediate Similarity NPD2680 Approved
0.7209 Intermediate Similarity NPD3812 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD3952 Approved
0.7191 Intermediate Similarity NPD3951 Phase 3
0.7191 Intermediate Similarity NPD3953 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD4186 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD3778 Approved
0.7093 Intermediate Similarity NPD3684 Discontinued
0.7083 Intermediate Similarity NPD2339 Phase 3
0.7052 Intermediate Similarity NPD2672 Discontinued
0.7035 Intermediate Similarity NPD5811 Approved
0.6982 Remote Similarity NPD1305 Clinical (unspecified phase)
0.6935 Remote Similarity NPD6045 Phase 3
0.6933 Remote Similarity NPD756 Suspended
0.6915 Remote Similarity NPD1898 Discontinued
0.6914 Remote Similarity NPD1769 Discontinued
0.6886 Remote Similarity NPD7083 Clinical (unspecified phase)
0.6885 Remote Similarity NPD3965 Phase 1
0.6854 Remote Similarity NPD3453 Discontinued
0.6839 Remote Similarity NPD4605 Approved
0.6839 Remote Similarity NPD4604 Approved
0.6836 Remote Similarity NPD1012 Discontinued
0.6816 Remote Similarity NPD5416 Discontinued
0.6816 Remote Similarity NPD1945 Phase 1
0.6811 Remote Similarity NPD6184 Discontinued
0.6791 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3656 Approved
0.6782 Remote Similarity NPD4003 Phase 3
0.6782 Remote Similarity NPD5267 Discontinued
0.6778 Remote Similarity NPD1559 Discontinued
0.6761 Remote Similarity NPD2366 Approved
0.6758 Remote Similarity NPD2215 Approved
0.6758 Remote Similarity NPD2216 Approved
0.6743 Remote Similarity NPD3866 Clinical (unspecified phase)
0.674 Remote Similarity NPD2247 Approved
0.674 Remote Similarity NPD2249 Approved
0.6716 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6703 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6687 Remote Similarity NPD9694 Discovery
0.6685 Remote Similarity NPD2842 Clinical (unspecified phase)
0.6684 Remote Similarity NPD6874 Approved
0.6684 Remote Similarity NPD6104 Discontinued
0.6684 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2906 Approved
0.6667 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4979 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2907 Approved
0.6649 Remote Similarity NPD5558 Clinical (unspecified phase)
0.6649 Remote Similarity NPD3253 Clinical (unspecified phase)
0.6649 Remote Similarity NPD3909 Discontinued
0.6648 Remote Similarity NPD7318 Phase 3
0.6633 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6632 Remote Similarity NPD3154 Approved
0.6632 Remote Similarity NPD3153 Approved
0.662 Remote Similarity NPD6199 Discontinued
0.6615 Remote Similarity NPD5512 Phase 3
0.6615 Remote Similarity NPD8249 Clinical (unspecified phase)
0.6609 Remote Similarity NPD681 Clinical (unspecified phase)
0.6609 Remote Similarity NPD4123 Phase 3
0.66 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6599 Remote Similarity NPD5547 Clinical (unspecified phase)
0.6595 Remote Similarity NPD2525 Clinical (unspecified phase)
0.6593 Remote Similarity NPD3251 Approved
0.6591 Remote Similarity NPD950 Clinical (unspecified phase)
0.6587 Remote Similarity NPD654 Phase 3
0.6584 Remote Similarity NPD4082 Approved
0.6582 Remote Similarity NPD2941 Discontinued
0.6578 Remote Similarity NPD5557 Phase 1
0.6575 Remote Similarity NPD955 Approved
0.6571 Remote Similarity NPD9509 Clinical (unspecified phase)
0.657 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6564 Remote Similarity NPD7256 Discontinued
0.6562 Remote Similarity NPD2792 Approved
0.6556 Remote Similarity NPD3558 Approved
0.6556 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3556 Approved
0.6556 Remote Similarity NPD3560 Approved
0.6556 Remote Similarity NPD3557 Approved
0.6556 Remote Similarity NPD6063 Approved
0.6555 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6552 Remote Similarity NPD2752 Clinical (unspecified phase)
0.655 Remote Similarity NPD7596 Clinical (unspecified phase)
0.655 Remote Similarity NPD7153 Discontinued
0.6545 Remote Similarity NPD6967 Phase 2
0.6543 Remote Similarity NPD6211 Clinical (unspecified phase)
0.654 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7395 Discontinued
0.6536 Remote Similarity NPD7317 Phase 3
0.6535 Remote Similarity NPD4596 Phase 1
0.6534 Remote Similarity NPD8330 Clinical (unspecified phase)
0.6533 Remote Similarity NPD7566 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6032 Approved
0.6528 Remote Similarity NPD2845 Phase 2
0.6528 Remote Similarity NPD2843 Phase 2
0.6527 Remote Similarity NPD1393 Approved
0.6524 Remote Similarity NPD4993 Discontinued
0.6522 Remote Similarity NPD2231 Phase 2
0.6522 Remote Similarity NPD2235 Phase 2
0.6522 Remote Similarity NPD5847 Phase 1
0.652 Remote Similarity NPD5860 Discontinued
0.6517 Remote Similarity NPD3296 Phase 1
0.6512 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6509 Remote Similarity NPD696 Discontinued
0.6506 Remote Similarity NPD1048 Approved
0.6502 Remote Similarity NPD6593 Clinical (unspecified phase)
0.6502 Remote Similarity NPD3472 Approved
0.6502 Remote Similarity NPD4022 Approved
0.65 Remote Similarity NPD5848 Clinical (unspecified phase)
0.65 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6497 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6482 Remote Similarity NPD6519 Phase 2
0.6474 Remote Similarity NPD2802 Phase 3
0.6471 Remote Similarity NPD204 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5788 Clinical (unspecified phase)
0.6468 Remote Similarity NPD3802 Phase 3
0.6468 Remote Similarity NPD7853 Phase 2
0.6467 Remote Similarity NPD840 Approved
0.6467 Remote Similarity NPD7477 Discontinued
0.6467 Remote Similarity NPD839 Approved
0.6465 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6461 Remote Similarity NPD3769 Discontinued
0.6458 Remote Similarity NPD6339 Approved
0.6458 Remote Similarity NPD6340 Approved
0.6456 Remote Similarity NPD254 Approved
0.6455 Remote Similarity NPD3823 Discontinued
0.6453 Remote Similarity NPD5429 Discontinued
0.6452 Remote Similarity NPD2246 Approved
0.6452 Remote Similarity NPD2248 Approved
0.6447 Remote Similarity NPD6550 Discontinued
0.6439 Remote Similarity NPD5645 Phase 3
0.6439 Remote Similarity NPD3372 Discontinued
0.6437 Remote Similarity NPD3692 Discontinued
0.6433 Remote Similarity NPD1537 Approved
0.6433 Remote Similarity NPD1538 Phase 1
0.6433 Remote Similarity NPD1519 Approved
0.6425 Remote Similarity NPD4678 Approved
0.6425 Remote Similarity NPD6502 Phase 2
0.6425 Remote Similarity NPD4675 Approved
0.642 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6418 Remote Similarity NPD2779 Approved
0.6417 Remote Similarity NPD5938 Phase 3
0.6417 Remote Similarity NPD4443 Clinical (unspecified phase)
0.6413 Remote Similarity NPD6746 Phase 2
0.6413 Remote Similarity NPD2162 Clinical (unspecified phase)
0.6412 Remote Similarity NPD1536 Approved
0.6408 Remote Similarity NPD4493 Discontinued
0.6398 Remote Similarity NPD4083 Discontinued
0.6394 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6389 Remote Similarity NPD5022 Discontinued
0.6387 Remote Similarity NPD1891 Discontinued
0.6378 Remote Similarity NPD3963 Phase 1
0.6377 Remote Similarity NPD4492 Approved
0.6377 Remote Similarity NPD4494 Approved
0.6368 Remote Similarity NPD7476 Discontinued
0.6364 Remote Similarity NPD5078 Clinical (unspecified phase)
0.6364 Remote Similarity NPD558 Phase 2
0.6364 Remote Similarity NPD6722 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7475 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6359 Remote Similarity NPD3893 Discontinued
0.635 Remote Similarity NPD7565 Approved
0.6349 Remote Similarity NPD5521 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7131 Phase 3
0.6347 Remote Similarity NPD3136 Phase 2
0.6344 Remote Similarity NPD7608 Discontinued
0.6341 Remote Similarity NPD196 Phase 1
0.634 Remote Similarity NPD4951 Discontinued
0.634 Remote Similarity NPD4515 Suspended
0.6339 Remote Similarity NPD7773 Phase 2
0.6338 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6337 Remote Similarity NPD6863 Phase 2
0.6337 Remote Similarity NPD1523 Approved
0.6337 Remote Similarity NPD1522 Approved
0.6333 Remote Similarity NPD5617 Suspended
0.6332 Remote Similarity NPD6988 Phase 1
0.6321 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7180 Phase 3
0.6319 Remote Similarity NPD7972 Discontinued
0.6316 Remote Similarity NPD1521 Approved
0.6316 Remote Similarity NPD1520 Approved
0.6316 Remote Similarity NPD5900 Clinical (unspecified phase)
0.6313 Remote Similarity NPD3686 Approved
0.6313 Remote Similarity NPD3687 Approved
0.6298 Remote Similarity NPD3236 Phase 3
0.6298 Remote Similarity NPD3237 Clinical (unspecified phase)
0.6298 Remote Similarity NPD3888 Discontinued
0.6296 Remote Similarity NPD3496 Discontinued
0.6296 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4354 Approved
0.6294 Remote Similarity NPD4302 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6296 Discontinued
0.6293 Remote Similarity NPD7263 Phase 2
0.6292 Remote Similarity NPD52 Approved
0.6292 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6292 Remote Similarity NPD6390 Discontinued
0.6292 Remote Similarity NPD7526 Approved

Structure

External Identifiers

PubChem CID   72626
ChEMBL   CHEMBL479524
ZINC  

Physicochemical Properties

Molecular Weight:  286.06
ALogP:  -2.2222
MLogP:  2.23
XLogP:  1.136
# Rotatable Bonds:  5
Polar Surface Area:  122.21
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  21

Download Data

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Biological Activities  
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