Natural Product: NPC177261

Natural Product ID:  NPC177261
Common Name:   Phaitanthrin D
IUPAC Name:  
Synonyms:   Phaitanthrin D
Molecular Formula:   C17H12N2O3
Standard InCHIKey:  YVTWVVANWZQLQY-WMLDXEAASA-N
Standard InCHI:  InChI=1S/C17H12N2O3/c20-15-10-5-1-3-7-12(10)18-17-9-22-16(21)14(17)11-6-2-4-8-13(11)19(15)17/h1-8,14,18H,9H2/t14-,17+/m0/s1
Canonical SMILES:  O=C1OC[C@@]23[C@H]1c1ccccc1N3C(=O)c1c(N2)cccc1
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
NPO4147 Phaius mishmensis Species Orchidaceae Eukaryota PMID[18507473]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT395 Cell Line SF-268 Homo sapiens IC50 > 50000 nM 14518939
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 23543830
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 50000 nM 20558071

  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 NPC177261 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
0.7874 Intermediate Similarity NPC470548
0.7714 Intermediate Similarity NPC285622
0.7656 Intermediate Similarity NPC285192
0.7614 Intermediate Similarity NPC471197
0.7576 Intermediate Similarity NPC471198
0.7542 Intermediate Similarity NPC475094
0.75 Intermediate Similarity NPC472118
0.7486 Intermediate Similarity NPC214960
0.7486 Intermediate Similarity NPC279527
0.7486 Intermediate Similarity NPC182131
0.7458 Intermediate Similarity NPC355
0.7446 Intermediate Similarity NPC473815
0.7391 Intermediate Similarity NPC473615
0.7351 Intermediate Similarity NPC229484
0.7337 Intermediate Similarity NPC259626
0.7333 Intermediate Similarity NPC243850
0.7316 Intermediate Similarity NPC472541
0.7316 Intermediate Similarity NPC472542
0.7314 Intermediate Similarity NPC176983
0.7314 Intermediate Similarity NPC286871
0.7312 Intermediate Similarity NPC292675
0.7299 Intermediate Similarity NPC193410
0.7283 Intermediate Similarity NPC2933
0.7273 Intermediate Similarity NPC473298
0.7264 Intermediate Similarity NPC244425
0.7264 Intermediate Similarity NPC15384
0.7263 Intermediate Similarity NPC472540
0.7263 Intermediate Similarity NPC472539
0.7263 Intermediate Similarity NPC470787
0.7258 Intermediate Similarity NPC14994
0.7257 Intermediate Similarity NPC248117
0.7257 Intermediate Similarity NPC309531
0.7257 Intermediate Similarity NPC472102
0.7243 Intermediate Similarity NPC322621
0.7241 Intermediate Similarity NPC113946
0.7241 Intermediate Similarity NPC61013
0.7234 Intermediate Similarity NPC25401
0.7228 Intermediate Similarity NPC256288
0.7228 Intermediate Similarity NPC159963
0.7216 Intermediate Similarity NPC282339
0.7216 Intermediate Similarity NPC99632
0.7193 Intermediate Similarity NPC473329
0.7188 Intermediate Similarity NPC209389
0.7184 Intermediate Similarity NPC29285
0.7166 Intermediate Similarity NPC181928
0.7157 Intermediate Similarity NPC472538
0.7151 Intermediate Similarity NPC223595
0.7151 Intermediate Similarity NPC224970
0.7151 Intermediate Similarity NPC167724
0.7107 Intermediate Similarity NPC225400
0.7102 Intermediate Similarity NPC36495
0.7071 Intermediate Similarity NPC471155
0.7071 Intermediate Similarity NPC470786
0.7065 Intermediate Similarity NPC475761
0.7065 Intermediate Similarity NPC321211
0.7062 Intermediate Similarity NPC106118
0.7062 Intermediate Similarity NPC225319
0.7059 Intermediate Similarity NPC248601
0.7049 Intermediate Similarity NPC264482
0.7049 Intermediate Similarity NPC203202
0.7045 Intermediate Similarity NPC123241
0.7043 Intermediate Similarity NPC477159
0.7039 Intermediate Similarity NPC472106
0.7035 Intermediate Similarity NPC270241
0.7035 Intermediate Similarity NPC237649
0.7035 Intermediate Similarity NPC300596
0.7027 Intermediate Similarity NPC475685
0.7025 Intermediate Similarity NPC268534
0.7022 Intermediate Similarity NPC472101
0.7022 Intermediate Similarity NPC293458
0.7022 Intermediate Similarity NPC472120
0.7011 Intermediate Similarity NPC474081
0.7011 Intermediate Similarity NPC117032
0.7006 Intermediate Similarity NPC471122
0.6995 Remote Similarity NPC475594
0.6981 Remote Similarity NPC254698
0.6973 Remote Similarity NPC6974
0.6973 Remote Similarity NPC99043
0.6973 Remote Similarity NPC218594
0.6971 Remote Similarity NPC295021
0.6957 Remote Similarity NPC475607
0.6944 Remote Similarity NPC471124
0.6943 Remote Similarity NPC34717
0.6928 Remote Similarity NPC173295
0.6927 Remote Similarity NPC472117
0.6919 Remote Similarity NPC186669
0.6902 Remote Similarity NPC13367
0.6889 Remote Similarity NPC113056
0.6889 Remote Similarity NPC138293
0.6886 Remote Similarity NPC471123
0.6882 Remote Similarity NPC474041
0.6872 Remote Similarity NPC90967
0.6872 Remote Similarity NPC471199
0.6872 Remote Similarity NPC201424
0.6834 Remote Similarity NPC295548
0.6834 Remote Similarity NPC477179
0.6824 Remote Similarity NPC43477
0.6816 Remote Similarity NPC478075
0.6811 Remote Similarity NPC469726
0.6811 Remote Similarity NPC329338
0.6805 Remote Similarity NPC469560
0.68 Remote Similarity NPC254850
0.68 Remote Similarity NPC477178
0.68 Remote Similarity NPC477181
0.68 Remote Similarity NPC477180
0.6789 Remote Similarity NPC49184
0.6784 Remote Similarity NPC471436
0.6782 Remote Similarity NPC471950
0.6782 Remote Similarity NPC471945
0.678 Remote Similarity NPC478076
0.6778 Remote Similarity NPC143457
0.6778 Remote Similarity NPC68650
0.6778 Remote Similarity NPC474058
0.6766 Remote Similarity NPC470490
0.6766 Remote Similarity NPC277350
0.6766 Remote Similarity NPC477174
0.6766 Remote Similarity NPC477173
0.6766 Remote Similarity NPC253476
0.6765 Remote Similarity NPC242933
0.6765 Remote Similarity NPC207554
0.676 Remote Similarity NPC222029
0.6757 Remote Similarity NPC476425
0.6751 Remote Similarity NPC100863
0.6749 Remote Similarity NPC471951
0.6749 Remote Similarity NPC471946
0.6742 Remote Similarity NPC161827
0.674 Remote Similarity NPC85651
0.6737 Remote Similarity NPC471742
0.6737 Remote Similarity NPC97584
0.6733 Remote Similarity NPC470488
0.6725 Remote Similarity NPC471164
0.6722 Remote Similarity NPC276085
0.6721 Remote Similarity NPC472114
0.6721 Remote Similarity NPC472115
0.6716 Remote Similarity NPC475359
0.6716 Remote Similarity NPC191817
0.6703 Remote Similarity NPC189116
0.6702 Remote Similarity NPC52262
0.67 Remote Similarity NPC475259
0.67 Remote Similarity NPC470491
0.6685 Remote Similarity NPC315368
0.6684 Remote Similarity NPC470317
0.6684 Remote Similarity NPC284706
0.6683 Remote Similarity NPC214428
0.6667 Remote Similarity NPC214626
0.6667 Remote Similarity NPC316104
0.6667 Remote Similarity NPC139085
0.6667 Remote Similarity NPC251212
0.6667 Remote Similarity NPC66936
0.6667 Remote Similarity NPC141612
0.6667 Remote Similarity NPC153694
0.6667 Remote Similarity NPC17273
0.6667 Remote Similarity NPC135601
0.6667 Remote Similarity NPC211525
0.6667 Remote Similarity NPC162417
0.6648 Remote Similarity NPC472121
0.663 Remote Similarity NPC310403
0.663 Remote Similarity NPC63210
0.663 Remote Similarity NPC243673
0.663 Remote Similarity NPC263709
0.663 Remote Similarity NPC97380
0.663 Remote Similarity NPC148468
0.6627 Remote Similarity NPC194562
0.6626 Remote Similarity NPC226794
0.6612 Remote Similarity NPC313757
0.6608 Remote Similarity NPC319645
0.66 Remote Similarity NPC475489
0.6596 Remote Similarity NPC129624
0.6596 Remote Similarity NPC476441
0.6584 Remote Similarity NPC179605
0.6584 Remote Similarity NPC279385
0.658 Remote Similarity NPC282092
0.6578 Remote Similarity NPC96901
0.6576 Remote Similarity NPC470069
0.6576 Remote Similarity NPC52059
0.6573 Remote Similarity NPC243756
0.6571 Remote Similarity NPC77777
0.657 Remote Similarity NPC315051
0.657 Remote Similarity NPC130251
0.6566 Remote Similarity NPC122235
0.6566 Remote Similarity NPC472116
0.6564 Remote Similarity NPC473569
0.6564 Remote Similarity NPC329858
0.6564 Remote Similarity NPC45389
0.6562 Remote Similarity NPC472119
0.6552 Remote Similarity NPC268077
0.655 Remote Similarity NPC122553
0.6543 Remote Similarity NPC257490
0.6543 Remote Similarity NPC103292
0.6535 Remote Similarity NPC162730
0.6534 Remote Similarity NPC264589
0.6529 Remote Similarity NPC300299
0.6528 Remote Similarity NPC307396
0.6524 Remote Similarity NPC192533
0.6519 Remote Similarity NPC63370
0.6519 Remote Similarity NPC36836
0.6517 Remote Similarity NPC318086
0.6514 Remote Similarity NPC136002
0.6512 Remote Similarity NPC83214
0.6508 Remote Similarity NPC471743

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC177261 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
0.7294 Intermediate Similarity NPD2737 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD1626 Approved
0.7186 Intermediate Similarity NPD2365 Approved
0.7143 Intermediate Similarity NPD2820 Phase 3
0.7143 Intermediate Similarity NPD5042 Phase 1
0.7127 Intermediate Similarity NPD7854 Phase 2
0.7073 Intermediate Similarity NPD5185 Approved
0.7073 Intermediate Similarity NPD5184 Approved
0.7073 Intermediate Similarity NPD5182 Approved
0.7041 Intermediate Similarity NPD1625 Approved
0.7035 Intermediate Similarity NPD4888 Discontinued
0.7024 Intermediate Similarity NPD3625 Discontinued
0.7011 Intermediate Similarity NPD3248 Phase 1
0.6977 Remote Similarity NPD1802 Approved
0.6977 Remote Similarity NPD1801 Approved
0.6944 Remote Similarity NPD5430 Discontinued
0.691 Remote Similarity NPD33 Approved
0.691 Remote Similarity NPD4393 Approved
0.6909 Remote Similarity NPD1527 Phase 2
0.6893 Remote Similarity NPD2836 Approved
0.6889 Remote Similarity NPD2288 Clinical (unspecified phase)
0.6882 Remote Similarity NPD1189 Approved
0.6839 Remote Similarity NPD5942 Approved
0.6839 Remote Similarity NPD5941 Approved
0.6834 Remote Similarity NPD2121 Clinical (unspecified phase)
0.681 Remote Similarity NPD5993 Phase 1
0.6796 Remote Similarity NPD3790 Phase 2
0.678 Remote Similarity NPD2790 Discontinued
0.6778 Remote Similarity NPD4311 Approved
0.6743 Remote Similarity NPD4161 Discontinued
0.6739 Remote Similarity NPD5183 Approved
0.6739 Remote Similarity NPD5186 Approved
0.6727 Remote Similarity NPD2918 Clinical (unspecified phase)
0.6727 Remote Similarity NPD2919 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6740 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5918 Discontinued
0.6704 Remote Similarity NPD7105 Phase 1
0.6703 Remote Similarity NPD5727 Clinical (unspecified phase)
0.6687 Remote Similarity NPD1574 Approved
0.6685 Remote Similarity NPD5086 Approved
0.6667 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5856 Discontinued
0.6649 Remote Similarity NPD3792 Approved
0.6647 Remote Similarity NPD6342 Discontinued
0.6647 Remote Similarity NPD1920 Approved
0.6647 Remote Similarity NPD2670 Approved
0.6647 Remote Similarity NPD1919 Approved
0.6634 Remote Similarity NPD4982 Discontinued
0.6634 Remote Similarity NPD3947 Discontinued
0.6626 Remote Similarity NPD1640 Clinical (unspecified phase)
0.6618 Remote Similarity NPD2509 Approved
0.6618 Remote Similarity NPD2510 Approved
0.6616 Remote Similarity NPD3828 Approved
0.6614 Remote Similarity NPD2869 Clinical (unspecified phase)
0.6608 Remote Similarity NPD1109 Approved
0.6608 Remote Similarity NPD1110 Approved
0.6608 Remote Similarity NPD3170 Approved
0.6607 Remote Similarity NPD1541 Approved
0.6602 Remote Similarity NPD5475 Discontinued
0.66 Remote Similarity NPD6805 Discontinued
0.6596 Remote Similarity NPD8022 Clinical (unspecified phase)
0.659 Remote Similarity NPD6768 Approved
0.6588 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6583 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7570 Approved
0.6582 Remote Similarity NPD7569 Approved
0.6579 Remote Similarity NPD4330 Approved
0.6579 Remote Similarity NPD4329 Approved
0.6579 Remote Similarity NPD3989 Phase 3
0.6578 Remote Similarity NPD5997 Discontinued
0.6576 Remote Similarity NPD7036 Phase 3
0.6576 Remote Similarity NPD7035 Approved
0.6573 Remote Similarity NPD1230 Approved
0.6571 Remote Similarity NPD6017 Discontinued
0.6566 Remote Similarity NPD3964 Approved
0.6561 Remote Similarity NPD7587 Clinical (unspecified phase)
0.6561 Remote Similarity NPD1175 Approved
0.6556 Remote Similarity NPD7072 Phase 2
0.6554 Remote Similarity NPD7528 Approved
0.6554 Remote Similarity NPD4939 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5024 Approved
0.6545 Remote Similarity NPD3990 Phase 3
0.6543 Remote Similarity NPD5919 Clinical (unspecified phase)
0.6543 Remote Similarity NPD5466 Approved
0.654 Remote Similarity NPD6770 Approved
0.6538 Remote Similarity NPD7599 Phase 2
0.6529 Remote Similarity NPD1228 Phase 2
0.6524 Remote Similarity NPD3776 Discontinued
0.6519 Remote Similarity NPD6571 Approved
0.6519 Remote Similarity NPD6570 Approved
0.6517 Remote Similarity NPD5748 Phase 2
0.6508 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6505 Remote Similarity NPD2037 Approved
0.6502 Remote Similarity NPD6176 Phase 1
0.6494 Remote Similarity NPD6566 Discontinued
0.6491 Remote Similarity NPD1207 Approved
0.6491 Remote Similarity NPD1206 Approved
0.648 Remote Similarity NPD4499 Approved
0.6477 Remote Similarity NPD5933 Phase 3
0.6477 Remote Similarity NPD5932 Phase 3
0.6477 Remote Similarity NPD5931 Phase 3
0.6467 Remote Similarity NPD4549 Discontinued
0.6461 Remote Similarity NPD4942 Approved
0.6458 Remote Similarity NPD2287 Clinical (unspecified phase)
0.645 Remote Similarity NPD7572 Phase 2
0.645 Remote Similarity NPD5003 Discontinued
0.6447 Remote Similarity NPD8240 Discontinued
0.6447 Remote Similarity NPD5504 Discontinued
0.6447 Remote Similarity NPD6659 Phase 2
0.6444 Remote Similarity NPD1879 Approved
0.6436 Remote Similarity NPD2431 Approved
0.6436 Remote Similarity NPD2432 Approved
0.6433 Remote Similarity NPD2331 Discontinued
0.6429 Remote Similarity NPD1211 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5293 Phase 2
0.6429 Remote Similarity NPD951 Approved
0.6429 Remote Similarity NPD1208 Approved
0.6425 Remote Similarity NPD4506 Discontinued
0.6412 Remote Similarity NPD2949 Approved
0.6412 Remote Similarity NPD2950 Approved
0.6406 Remote Similarity NPD7014 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6238 Discontinued
0.6402 Remote Similarity NPD4178 Approved
0.6402 Remote Similarity NPD4176 Approved
0.64 Remote Similarity NPD5411 Discontinued
0.6398 Remote Similarity NPD3389 Approved
0.6398 Remote Similarity NPD3394 Approved
0.6398 Remote Similarity NPD3393 Approved
0.6387 Remote Similarity NPD3996 Approved
0.6387 Remote Similarity NPD3994 Approved
0.6387 Remote Similarity NPD3755 Clinical (unspecified phase)
0.6387 Remote Similarity NPD3991 Approved
0.6387 Remote Similarity NPD3993 Approved
0.6387 Remote Similarity NPD3995 Approved
0.6387 Remote Similarity NPD3992 Approved
0.6383 Remote Similarity NPD7795 Phase 2
0.6379 Remote Similarity NPD1205 Approved
0.6379 Remote Similarity NPD1209 Approved
0.6378 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6891 Phase 2
0.6374 Remote Similarity NPD1531 Approved
0.6373 Remote Similarity NPD1966 Approved
0.6369 Remote Similarity NPD979 Approved
0.6364 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6359 Remote Similarity NPD6557 Phase 2
0.6359 Remote Similarity NPD5887 Clinical (unspecified phase)
0.6359 Remote Similarity NPD6021 Clinical (unspecified phase)
0.6355 Remote Similarity NPD3437 Discontinued
0.6354 Remote Similarity NPD3997 Approved
0.6354 Remote Similarity NPD3999 Approved
0.6354 Remote Similarity NPD3998 Approved
0.6354 Remote Similarity NPD3782 Discontinued
0.6354 Remote Similarity NPD1854 Approved
0.6354 Remote Similarity NPD7881 Approved
0.6348 Remote Similarity NPD4041 Approved
0.6348 Remote Similarity NPD1524 Phase 1
0.6347 Remote Similarity NPD552 Approved
0.6347 Remote Similarity NPD6199 Discontinued
0.6347 Remote Similarity NPD1593 Approved
0.6347 Remote Similarity NPD9567 Approved
0.6347 Remote Similarity NPD553 Approved
0.6343 Remote Similarity NPD2010 Phase 3
0.6341 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6478 Clinical (unspecified phase)
0.6339 Remote Similarity NPD2672 Discontinued
0.6338 Remote Similarity NPD7878 Phase 2
0.6335 Remote Similarity NPD4091 Approved
0.633 Remote Similarity NPD6457 Approved
0.633 Remote Similarity NPD2455 Approved
0.633 Remote Similarity NPD2454 Approved
0.6328 Remote Similarity NPD2387 Approved
0.6326 Remote Similarity NPD4301 Approved
0.6325 Remote Similarity NPD9539 Approved
0.6325 Remote Similarity NPD9541 Approved
0.6324 Remote Similarity NPD5552 Discontinued
0.6324 Remote Similarity NPD6321 Discontinued
0.6324 Remote Similarity NPD2506 Approved
0.6324 Remote Similarity NPD7600 Phase 2
0.6313 Remote Similarity NPD5758 Clinical (unspecified phase)
0.6313 Remote Similarity NPD7794 Clinical (unspecified phase)
0.631 Remote Similarity NPD7591 Clinical (unspecified phase)
0.6307 Remote Similarity NPD6414 Clinical (unspecified phase)
0.6304 Remote Similarity NPD3589 Clinical (unspecified phase)
0.6304 Remote Similarity NPD212 Discontinued
0.6302 Remote Similarity NPD5498 Phase 2
0.6302 Remote Similarity NPD4092 Approved
0.6302 Remote Similarity NPD5600 Discontinued
0.63 Remote Similarity NPD7429 Clinical (unspecified phase)
0.6296 Remote Similarity NPD2369 Discontinued
0.6296 Remote Similarity NPD3376 Clinical (unspecified phase)
0.6294 Remote Similarity NPD4948 Discontinued
0.6294 Remote Similarity NPD4515 Suspended
0.6292 Remote Similarity NPD6185 Discontinued
0.6291 Remote Similarity NPD6218 Discontinued
0.629 Remote Similarity NPD1210 Approved
0.6289 Remote Similarity NPD3471 Approved
0.6289 Remote Similarity NPD3470 Approved
0.6287 Remote Similarity NPD5515 Phase 2
0.6284 Remote Similarity NPD7186 Phase 3
0.6283 Remote Similarity NPD7940 Phase 3

Structure

External Identifiers

PubChem CID   44561298
ChEMBL   CHEMBL509375
ZINC  

Physicochemical Properties

Molecular Weight:  292.08
ALogP:  -1.2594
MLogP:  2.78
XLogP:  3.037
# Rotatable Bonds:  0
Polar Surface Area:  58.64
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  22

Download Data

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Structure MOL file  
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Biological Activities  
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