Drug Information

Drug ID:  NPD1165
Drug Name:  
Molecular Formula:  C13H8N2O3
Canonical SMILES:  OC(=O)c1ccc2c(c1)c(=O)n1c(n2)cccc1
Standard InCHI:  InChI=1S/C13H8N2O3/c16-12-9-7-8(13(17)18)4-5-10(9)14-11-3-1-2-6-15(11)12/h1-7H,(H,17,18)
Standard InCHIKey:  HMZDSBSMNLBGIW-UHFFFAOYSA-N
Max Developmental Stage:  Clinical (unspecified phase)
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD1165

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7976 NPC88970
Intermediate Similarity 0.7882 NPC471130
Intermediate Similarity 0.768 NPC473815
Intermediate Similarity 0.7633 NPC84317
Intermediate Similarity 0.7532 NPC207428
Intermediate Similarity 0.7514 NPC475594
Intermediate Similarity 0.75 NPC471195
Intermediate Similarity 0.75 NPC471196
Intermediate Similarity 0.7484 NPC205946
Intermediate Similarity 0.7472 NPC475607
Intermediate Similarity 0.7469 NPC83214
Intermediate Similarity 0.7468 NPC314098
Intermediate Similarity 0.7442 NPC154478
Intermediate Similarity 0.743 NPC474081
Intermediate Similarity 0.7389 NPC475761
Intermediate Similarity 0.7389 NPC474041
Intermediate Similarity 0.7365 NPC324445
Intermediate Similarity 0.7318 NPC248862
Intermediate Similarity 0.7238 NPC14849
Intermediate Similarity 0.7222 NPC328611
Intermediate Similarity 0.7216 NPC189116
Intermediate Similarity 0.7216 NPC295548
Intermediate Similarity 0.7212 NPC242933
Intermediate Similarity 0.72 NPC27904
Intermediate Similarity 0.7198 NPC131450
Intermediate Similarity 0.7198 NPC147298
Intermediate Similarity 0.7198 NPC182057
Intermediate Similarity 0.7195 NPC122553
Intermediate Similarity 0.7194 NPC471155
Intermediate Similarity 0.7178 NPC300299
Intermediate Similarity 0.7166 NPC18890
Intermediate Similarity 0.7157 NPC270241
Intermediate Similarity 0.7151 NPC150308
Intermediate Similarity 0.7143 NPC225400
Intermediate Similarity 0.7135 NPC471742
Intermediate Similarity 0.7107 NPC470786
Intermediate Similarity 0.7107 NPC472538
Intermediate Similarity 0.709 NPC92803
Intermediate Similarity 0.7066 NPC2823
Intermediate Similarity 0.7065 NPC475685
Intermediate Similarity 0.7022 NPC113056
Intermediate Similarity 0.7022 NPC138293
Intermediate Similarity 0.7017 NPC318183
Intermediate Similarity 0.7012 NPC253476
Remote Similarity 0.6995 NPC471199
Remote Similarity 0.6989 NPC470317
Remote Similarity 0.6975 NPC226662
Remote Similarity 0.6964 NPC43477
Remote Similarity 0.6959 NPC478039
Remote Similarity 0.6943 NPC472539
Remote Similarity 0.6943 NPC150323
Remote Similarity 0.6943 NPC470787
Remote Similarity 0.6943 NPC472540
Remote Similarity 0.694 NPC470548
Remote Similarity 0.6939 NPC471944
Remote Similarity 0.6914 NPC471132
Remote Similarity 0.6907 NPC472542
Remote Similarity 0.6907 NPC472541
Remote Similarity 0.6905 NPC207554
Remote Similarity 0.6905 NPC472243
Remote Similarity 0.6862 NPC285923
Remote Similarity 0.686 NPC259678
Remote Similarity 0.6839 NPC144691
Remote Similarity 0.6837 NPC106118
Remote Similarity 0.6835 NPC130931
Remote Similarity 0.6831 NPC292265
Remote Similarity 0.6771 NPC313293
Remote Similarity 0.6746 NPC319645
Remote Similarity 0.6746 NPC181527
Remote Similarity 0.6725 NPC472241
Remote Similarity 0.6716 NPC471191
Remote Similarity 0.6715 NPC244425
Remote Similarity 0.6715 NPC15384
Remote Similarity 0.6707 NPC150863
Remote Similarity 0.6687 NPC314278
Remote Similarity 0.6687 NPC322433
Remote Similarity 0.6686 NPC308197
Remote Similarity 0.6684 NPC83111
Remote Similarity 0.6683 NPC248601
Remote Similarity 0.665 NPC285192
Remote Similarity 0.6649 NPC355
Remote Similarity 0.6647 NPC315224
Remote Similarity 0.6635 NPC220851
Remote Similarity 0.6635 NPC471197
Remote Similarity 0.6633 NPC198401
Remote Similarity 0.6629 NPC315829
Remote Similarity 0.6627 NPC316746
Remote Similarity 0.6609 NPC472242
Remote Similarity 0.6603 NPC471198
Remote Similarity 0.6601 NPC16249
Remote Similarity 0.6593 NPC476231
Remote Similarity 0.6591 NPC242000
Remote Similarity 0.6576 NPC278887
Remote Similarity 0.6576 NPC182131
Remote Similarity 0.6575 NPC36495
Remote Similarity 0.6568 NPC173295
Remote Similarity 0.6566 NPC280807
Remote Similarity 0.6566 NPC472245
Remote Similarity 0.6557 NPC204867
Remote Similarity 0.6553 NPC72956
Remote Similarity 0.6552 NPC314186
Remote Similarity 0.6536 NPC295021
Remote Similarity 0.6534 NPC254798
Remote Similarity 0.6524 NPC472244
Remote Similarity 0.6524 NPC470343
Remote Similarity 0.6522 NPC471194
Remote Similarity 0.6522 NPC471193
Remote Similarity 0.6522 NPC153980
Remote Similarity 0.6522 NPC6865
Remote Similarity 0.6519 NPC123241
Remote Similarity 0.6519 NPC153694
Remote Similarity 0.6519 NPC211525
Remote Similarity 0.6503 NPC293458
Remote Similarity 0.6497 NPC300596
Remote Similarity 0.6497 NPC237649
Remote Similarity 0.648 NPC117032
Remote Similarity 0.6467 NPC314431
Remote Similarity 0.6465 NPC202812
Remote Similarity 0.6463 NPC317758
Remote Similarity 0.6463 NPC226794
Remote Similarity 0.6462 NPC221873
Remote Similarity 0.6452 NPC116622
Remote Similarity 0.6432 NPC303214
Remote Similarity 0.6429 NPC231382
Remote Similarity 0.6429 NPC471192
Remote Similarity 0.6429 NPC5630
Remote Similarity 0.6425 NPC309845
Remote Similarity 0.6425 NPC97584
Remote Similarity 0.6424 NPC474926
Remote Similarity 0.6421 NPC219848
Remote Similarity 0.6413 NPC472117
Remote Similarity 0.6406 NPC270301
Remote Similarity 0.6398 NPC229353
Remote Similarity 0.6396 NPC203628
Remote Similarity 0.6393 NPC263709
Remote Similarity 0.6393 NPC97380
Remote Similarity 0.6393 NPC148468
Remote Similarity 0.6393 NPC243673
Remote Similarity 0.6393 NPC63210
Remote Similarity 0.6393 NPC310403
Remote Similarity 0.6389 NPC285381
Remote Similarity 0.6387 NPC256268
Remote Similarity 0.6379 NPC471574
Remote Similarity 0.6379 NPC471164
Remote Similarity 0.6369 NPC194562
Remote Similarity 0.6368 NPC474916
Remote Similarity 0.6368 NPC471743
Remote Similarity 0.6354 NPC39822
Remote Similarity 0.6351 NPC177996
Remote Similarity 0.6351 NPC147983
Remote Similarity 0.6349 NPC210415
Remote Similarity 0.6349 NPC21752
Remote Similarity 0.6349 NPC276993
Remote Similarity 0.6349 NPC298851
Remote Similarity 0.6349 NPC293255
Remote Similarity 0.6349 NPC181138
Remote Similarity 0.6347 NPC58827
Remote Similarity 0.6347 NPC72473
Remote Similarity 0.6347 NPC307437
Remote Similarity 0.6344 NPC52059
Remote Similarity 0.6344 NPC470069
Remote Similarity 0.6339 NPC61013
Remote Similarity 0.6327 NPC206186
Remote Similarity 0.6324 NPC57398
Remote Similarity 0.6321 NPC475962
Remote Similarity 0.631 NPC472114
Remote Similarity 0.631 NPC472115
Remote Similarity 0.631 NPC122235
Remote Similarity 0.6307 NPC478040
Remote Similarity 0.6304 NPC471122
Remote Similarity 0.6301 NPC159722
Remote Similarity 0.6301 NPC287358
Remote Similarity 0.6294 NPC183805
Remote Similarity 0.6289 NPC243058
Remote Similarity 0.6287 NPC250476
Remote Similarity 0.628 NPC257490
Remote Similarity 0.628 NPC243850
Remote Similarity 0.6277 NPC224970
Remote Similarity 0.6277 NPC167724
Remote Similarity 0.6277 NPC223595
Remote Similarity 0.6276 NPC160381
Remote Similarity 0.6276 NPC207033
Remote Similarity 0.6276 NPC38823
Remote Similarity 0.6275 NPC232600
Remote Similarity 0.6271 NPC136002
Remote Similarity 0.627 NPC474058
Remote Similarity 0.627 NPC248117
Remote Similarity 0.627 NPC322644
Remote Similarity 0.6269 NPC298320
Remote Similarity 0.6263 NPC307640
Remote Similarity 0.6263 NPC177261
Remote Similarity 0.6258 NPC291962
Remote Similarity 0.6258 NPC177684
Remote Similarity 0.6257 NPC299582
Remote Similarity 0.6257 NPC471124
Remote Similarity 0.6256 NPC21429
Remote Similarity 0.6256 NPC203635
Remote Similarity 0.6256 NPC207851
Remote Similarity 0.625 NPC186669
Remote Similarity 0.6244 NPC278434

Drug Structure

External Identifiers

TTD   DIB011834
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  240.05
ALogP  -0.532
MLogP  2.34
XLogP  1.162
HDA  5
HBD  1
Rotatable Bonds  2
TPSA  69.97
RO5 Violation  0