Drug Information

Drug ID:  NPD414
Drug Name:  bropirimine
Molecular Formula:  C10H8BrN3O
Canonical SMILES:  Oc1nc(=N)[nH]c(c1Br)c1ccccc1
Standard InCHI:  InChI=1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)
Standard InCHIKey:  CIUUIPMOFZIWIZ-UHFFFAOYSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD414

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 0.7453 NPC108339
Intermediate Similarity 0.7265 NPC314141
Intermediate Similarity 0.7222 NPC471319
Intermediate Similarity 0.7222 NPC471320
Intermediate Similarity 0.7212 NPC262393
Intermediate Similarity 0.7115 NPC473031
Intermediate Similarity 0.7037 NPC322040
Remote Similarity 0.6881 NPC469330
Remote Similarity 0.6857 NPC203076
Remote Similarity 0.6794 NPC476687
Remote Similarity 0.6794 NPC476689
Remote Similarity 0.6794 NPC476685
Remote Similarity 0.6759 NPC78154
Remote Similarity 0.672 NPC326232
Remote Similarity 0.6667 NPC275410
Remote Similarity 0.6569 NPC12857
Remote Similarity 0.6555 NPC164802
Remote Similarity 0.6545 NPC226438
Remote Similarity 0.6515 NPC226662
Remote Similarity 0.6496 NPC275467
Remote Similarity 0.6476 NPC14326
Remote Similarity 0.6471 NPC37584
Remote Similarity 0.6434 NPC328683
Remote Similarity 0.6434 NPC283130
Remote Similarity 0.641 NPC474430
Remote Similarity 0.6387 NPC473498
Remote Similarity 0.6372 NPC303045
Remote Similarity 0.6372 NPC161972
Remote Similarity 0.6371 NPC205652
Remote Similarity 0.6364 NPC470877
Remote Similarity 0.6355 NPC169016
Remote Similarity 0.632 NPC288232
Remote Similarity 0.6306 NPC141139
Remote Similarity 0.6306 NPC209764
Remote Similarity 0.6306 NPC74936
Remote Similarity 0.6306 NPC471307
Remote Similarity 0.6306 NPC159178
Remote Similarity 0.6306 NPC78041
Remote Similarity 0.6306 NPC121872
Remote Similarity 0.6296 NPC3210
Remote Similarity 0.6283 NPC7067
Remote Similarity 0.6279 NPC273830
Remote Similarity 0.6275 NPC98976
Remote Similarity 0.627 NPC147957
Remote Similarity 0.6261 NPC472258
Remote Similarity 0.6261 NPC311242
Remote Similarity 0.6239 NPC258046
Remote Similarity 0.6226 NPC307456
Remote Similarity 0.6214 NPC271642
Remote Similarity 0.62 NPC219246
Remote Similarity 0.6182 NPC471638
Remote Similarity 0.6182 NPC198747
Remote Similarity 0.6176 NPC299134
Remote Similarity 0.6172 NPC220698
Remote Similarity 0.6154 NPC325662
Remote Similarity 0.6154 NPC98269
Remote Similarity 0.6148 NPC302790
Remote Similarity 0.614 NPC471309
Remote Similarity 0.6121 NPC33168
Remote Similarity 0.6111 NPC119677
Remote Similarity 0.6111 NPC146703
Remote Similarity 0.6111 NPC15839
Remote Similarity 0.6102 NPC469457
Remote Similarity 0.609 NPC474479
Remote Similarity 0.6087 NPC267237
Remote Similarity 0.6058 NPC139658
Remote Similarity 0.605 NPC329375
Remote Similarity 0.6033 NPC211551
Remote Similarity 0.6028 NPC197045
Remote Similarity 0.6018 NPC316108
Remote Similarity 0.6018 NPC191444
Remote Similarity 0.6016 NPC77294
Remote Similarity 0.6 NPC476950
Remote Similarity 0.6 NPC239931
Remote Similarity 0.6 NPC78954
Remote Similarity 0.6 NPC237227
Remote Similarity 0.6 NPC82770
Remote Similarity 0.6 NPC178681
Remote Similarity 0.5984 NPC45033
Remote Similarity 0.5984 NPC470550
Remote Similarity 0.5982 NPC12429
Remote Similarity 0.5981 NPC192623
Remote Similarity 0.5973 NPC469975
Remote Similarity 0.5971 NPC184437
Remote Similarity 0.5965 NPC245259
Remote Similarity 0.5963 NPC104070
Remote Similarity 0.595 NPC304761
Remote Similarity 0.595 NPC226778
Remote Similarity 0.595 NPC150254
Remote Similarity 0.595 NPC147000
Remote Similarity 0.5948 NPC329430
Remote Similarity 0.5944 NPC2823
Remote Similarity 0.5932 NPC317642
Remote Similarity 0.5929 NPC176858
Remote Similarity 0.5922 NPC244738
Remote Similarity 0.5917 NPC327226
Remote Similarity 0.5915 NPC214988
Remote Similarity 0.5913 NPC265521
Remote Similarity 0.5912 NPC471306
Remote Similarity 0.5912 NPC471321
Remote Similarity 0.5912 NPC472245
Remote Similarity 0.5906 NPC296163
Remote Similarity 0.5906 NPC187036
Remote Similarity 0.5906 NPC474544
Remote Similarity 0.5906 NPC1986
Remote Similarity 0.5897 NPC25565
Remote Similarity 0.5893 NPC262295
Remote Similarity 0.589 NPC242556
Remote Similarity 0.5882 NPC229235
Remote Similarity 0.5877 NPC172128
Remote Similarity 0.5877 NPC92689
Remote Similarity 0.5873 NPC475013
Remote Similarity 0.5868 NPC164859
Remote Similarity 0.5865 NPC113000
Remote Similarity 0.5865 NPC112609
Remote Similarity 0.5865 NPC122327
Remote Similarity 0.5862 NPC476483
Remote Similarity 0.5859 NPC118202
Remote Similarity 0.5854 NPC471447
Remote Similarity 0.5854 NPC274089
Remote Similarity 0.5854 NPC191215
Remote Similarity 0.5852 NPC474926
Remote Similarity 0.5847 NPC475439
Remote Similarity 0.5847 NPC473501
Remote Similarity 0.5846 NPC313449
Remote Similarity 0.5841 NPC30445
Remote Similarity 0.5841 NPC111233
Remote Similarity 0.5839 NPC313722
Remote Similarity 0.5839 NPC311753
Remote Similarity 0.5839 NPC101372
Remote Similarity 0.5839 NPC150863
Remote Similarity 0.5833 NPC168861
Remote Similarity 0.5833 NPC29601
Remote Similarity 0.5827 NPC207428
Remote Similarity 0.582 NPC469974
Remote Similarity 0.5812 NPC20142
Remote Similarity 0.5812 NPC215351
Remote Similarity 0.5811 NPC129042
Remote Similarity 0.5804 NPC48202
Remote Similarity 0.5804 NPC125746
Remote Similarity 0.5798 NPC290515
Remote Similarity 0.5798 NPC303611
Remote Similarity 0.5798 NPC226096
Remote Similarity 0.5798 NPC164514
Remote Similarity 0.5798 NPC108606
Remote Similarity 0.5797 NPC194562
Remote Similarity 0.5789 NPC173991
Remote Similarity 0.5781 NPC476048
Remote Similarity 0.5776 NPC108800
Remote Similarity 0.5772 NPC143516
Remote Similarity 0.5769 NPC82963
Remote Similarity 0.5769 NPC258992
Remote Similarity 0.5763 NPC3371
Remote Similarity 0.5763 NPC317400
Remote Similarity 0.576 NPC96224
Remote Similarity 0.576 NPC153690
Remote Similarity 0.576 NPC24101
Remote Similarity 0.5738 NPC471317
Remote Similarity 0.5738 NPC202613
Remote Similarity 0.5738 NPC178902
Remote Similarity 0.5738 NPC471310
Remote Similarity 0.5735 NPC325013
Remote Similarity 0.5733 NPC124005
Remote Similarity 0.5733 NPC37548
Remote Similarity 0.5733 NPC187951
Remote Similarity 0.5726 NPC474973
Remote Similarity 0.5726 NPC474804
Remote Similarity 0.5726 NPC130898
Remote Similarity 0.5726 NPC327481
Remote Similarity 0.5725 NPC311737
Remote Similarity 0.5725 NPC259098
Remote Similarity 0.5725 NPC192209
Remote Similarity 0.5725 NPC197680
Remote Similarity 0.5725 NPC38458
Remote Similarity 0.5724 NPC471132
Remote Similarity 0.5724 NPC232798
Remote Similarity 0.5714 NPC179605
Remote Similarity 0.5714 NPC472788
Remote Similarity 0.5714 NPC130797
Remote Similarity 0.5714 NPC470127
Remote Similarity 0.5714 NPC317564
Remote Similarity 0.5714 NPC229477
Remote Similarity 0.5714 NPC279385
Remote Similarity 0.5706 NPC477166
Remote Similarity 0.5706 NPC304187
Remote Similarity 0.5704 NPC300299
Remote Similarity 0.5702 NPC228400
Remote Similarity 0.5702 NPC214200
Remote Similarity 0.5701 NPC290638
Remote Similarity 0.5693 NPC477937
Remote Similarity 0.5692 NPC101139
Remote Similarity 0.569 NPC470926
Remote Similarity 0.5688 NPC309279
Remote Similarity 0.5683 NPC280807
Remote Similarity 0.568 NPC142297
Remote Similarity 0.568 NPC79618
Remote Similarity 0.568 NPC434
Remote Similarity 0.5678 NPC58674
Remote Similarity 0.5676 NPC311658
Remote Similarity 0.5674 NPC256893

Drug Structure

External Identifiers

TTD   DIB003472
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  264.99
ALogP  -0.2123
MLogP  2.01
XLogP  3.889
HDA  4
HBD  3
Rotatable Bonds  3
TPSA  68.47
RO5 Violation  0