Drug Information

Drug ID:  NPD199
Drug Name:  Tolazoline
Molecular Formula:  C10H12N2
Canonical SMILES:  c1ccc(cc1)CC1=NCCN1
Standard InCHI:  InChI=1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)
Standard InCHIKey:  JIVZKJJQOZQXQB-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD199

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
High Similarity 1.0 NPC7067
Intermediate Similarity 0.8125 NPC469330
Intermediate Similarity 0.7841 NPC139658
Intermediate Similarity 0.76 NPC471319
Intermediate Similarity 0.76 NPC471320
Intermediate Similarity 0.75 NPC108339
Intermediate Similarity 0.7471 NPC229235
Intermediate Similarity 0.7429 NPC469974
Intermediate Similarity 0.7368 NPC169016
Intermediate Similarity 0.7283 NPC12857
Intermediate Similarity 0.7228 NPC322040
Intermediate Similarity 0.7222 NPC113000
Intermediate Similarity 0.7222 NPC122327
Intermediate Similarity 0.7222 NPC112609
Intermediate Similarity 0.7216 NPC258046
Intermediate Similarity 0.7143 NPC276699
Intermediate Similarity 0.7111 NPC244738
Intermediate Similarity 0.7 NPC164802
Remote Similarity 0.6989 NPC290638
Remote Similarity 0.6989 NPC98269
Remote Similarity 0.6989 NPC325662
Remote Similarity 0.6931 NPC316108
Remote Similarity 0.6907 NPC119677
Remote Similarity 0.6889 NPC219246
Remote Similarity 0.68 NPC471638
Remote Similarity 0.6789 NPC275467
Remote Similarity 0.6774 NPC98976
Remote Similarity 0.6759 NPC329375
Remote Similarity 0.6724 NPC288232
Remote Similarity 0.6702 NPC271642
Remote Similarity 0.6701 NPC231986
Remote Similarity 0.6667 NPC133162
Remote Similarity 0.6667 NPC329430
Remote Similarity 0.6667 NPC299134
Remote Similarity 0.6569 NPC12429
Remote Similarity 0.6566 NPC104070
Remote Similarity 0.6538 NPC245259
Remote Similarity 0.6538 NPC226438
Remote Similarity 0.6535 NPC203076
Remote Similarity 0.6529 NPC273830
Remote Similarity 0.6505 NPC470877
Remote Similarity 0.6471 NPC473031
Remote Similarity 0.6442 NPC471307
Remote Similarity 0.6442 NPC209764
Remote Similarity 0.6442 NPC121872
Remote Similarity 0.6442 NPC78041
Remote Similarity 0.6442 NPC74936
Remote Similarity 0.6442 NPC141139
Remote Similarity 0.6442 NPC159178
Remote Similarity 0.641 NPC314141
Remote Similarity 0.6404 NPC77294
Remote Similarity 0.64 NPC477937
Remote Similarity 0.64 NPC474088
Remote Similarity 0.6393 NPC71684
Remote Similarity 0.6389 NPC472258
Remote Similarity 0.6372 NPC327481
Remote Similarity 0.6372 NPC473498
Remote Similarity 0.6355 NPC161972
Remote Similarity 0.6355 NPC303045
Remote Similarity 0.63 NPC14326
Remote Similarity 0.6296 NPC25565
Remote Similarity 0.6288 NPC132636
Remote Similarity 0.6286 NPC172128
Remote Similarity 0.6271 NPC296163
Remote Similarity 0.6263 NPC192623
Remote Similarity 0.6262 NPC471309
Remote Similarity 0.625 NPC164859
Remote Similarity 0.6239 NPC475439
Remote Similarity 0.6239 NPC275410
Remote Similarity 0.6239 NPC473501
Remote Similarity 0.6239 NPC311242
Remote Similarity 0.6204 NPC58674
Remote Similarity 0.6198 NPC192209
Remote Similarity 0.6167 NPC101139
Remote Similarity 0.6161 NPC327226
Remote Similarity 0.616 NPC283130
Remote Similarity 0.616 NPC328683
Remote Similarity 0.6154 NPC319579
Remote Similarity 0.6147 NPC317400
Remote Similarity 0.614 NPC143516
Remote Similarity 0.6117 NPC3210
Remote Similarity 0.6116 NPC315276
Remote Similarity 0.6116 NPC14672
Remote Similarity 0.6116 NPC313673
Remote Similarity 0.6116 NPC285926
Remote Similarity 0.6106 NPC474430
Remote Similarity 0.6105 NPC125144
Remote Similarity 0.6105 NPC121708
Remote Similarity 0.6102 NPC329011
Remote Similarity 0.6095 NPC325441
Remote Similarity 0.6092 NPC198841
Remote Similarity 0.6087 NPC474804
Remote Similarity 0.6087 NPC471447
Remote Similarity 0.6087 NPC474973
Remote Similarity 0.6087 NPC130898
Remote Similarity 0.6075 NPC470926
Remote Similarity 0.6053 NPC147000
Remote Similarity 0.6053 NPC304761
Remote Similarity 0.6053 NPC150254
Remote Similarity 0.6053 NPC226778
Remote Similarity 0.605 NPC474584
Remote Similarity 0.6044 NPC50266
Remote Similarity 0.6031 NPC325479
Remote Similarity 0.6023 NPC120441
Remote Similarity 0.6023 NPC212114
Remote Similarity 0.6023 NPC300345
Remote Similarity 0.6023 NPC65873
Remote Similarity 0.6019 NPC473661
Remote Similarity 0.6015 NPC314835
Remote Similarity 0.6 NPC60408
Remote Similarity 0.6 NPC67043
Remote Similarity 0.6 NPC17497
Remote Similarity 0.6 NPC187036
Remote Similarity 0.6 NPC305602
Remote Similarity 0.5985 NPC101165
Remote Similarity 0.5984 NPC470544
Remote Similarity 0.5983 NPC302790
Remote Similarity 0.5981 NPC476160
Remote Similarity 0.5981 NPC258627
Remote Similarity 0.5977 NPC149436
Remote Similarity 0.5963 NPC246757
Remote Similarity 0.5963 NPC291070
Remote Similarity 0.5948 NPC45033
Remote Similarity 0.594 NPC141050
Remote Similarity 0.594 NPC267237
Remote Similarity 0.5938 NPC27740
Remote Similarity 0.5935 NPC470545
Remote Similarity 0.5934 NPC66517
Remote Similarity 0.5932 NPC24777
Remote Similarity 0.5929 NPC204141
Remote Similarity 0.5929 NPC469457
Remote Similarity 0.5923 NPC313722
Remote Similarity 0.592 NPC200964
Remote Similarity 0.592 NPC476990
Remote Similarity 0.5913 NPC194390
Remote Similarity 0.5913 NPC224610
Remote Similarity 0.5913 NPC113326
Remote Similarity 0.5913 NPC88267
Remote Similarity 0.5909 NPC215351
Remote Similarity 0.5909 NPC32858
Remote Similarity 0.5909 NPC20142
Remote Similarity 0.5909 NPC194857
Remote Similarity 0.5909 NPC269586
Remote Similarity 0.5902 NPC197470
Remote Similarity 0.5899 NPC314114
Remote Similarity 0.5887 NPC470546
Remote Similarity 0.5887 NPC264580
Remote Similarity 0.5882 NPC125746
Remote Similarity 0.5878 NPC226662
Remote Similarity 0.5873 NPC475915
Remote Similarity 0.5873 NPC202521
Remote Similarity 0.587 NPC21211
Remote Similarity 0.5868 NPC276949
Remote Similarity 0.5868 NPC35850
Remote Similarity 0.5865 NPC471322
Remote Similarity 0.5862 NPC473418
Remote Similarity 0.5854 NPC2265
Remote Similarity 0.5847 NPC473676
Remote Similarity 0.5841 NPC12730
Remote Similarity 0.5833 NPC191444
Remote Similarity 0.5833 NPC78154
Remote Similarity 0.5827 NPC252878
Remote Similarity 0.5826 NPC202613
Remote Similarity 0.5826 NPC471317
Remote Similarity 0.5826 NPC178681
Remote Similarity 0.5826 NPC471310
Remote Similarity 0.5824 NPC135924
Remote Similarity 0.5824 NPC210849
Remote Similarity 0.5824 NPC150196
Remote Similarity 0.5824 NPC310758
Remote Similarity 0.5824 NPC54368
Remote Similarity 0.5824 NPC246588
Remote Similarity 0.5824 NPC248705
Remote Similarity 0.5824 NPC238023
Remote Similarity 0.582 NPC33742
Remote Similarity 0.582 NPC470550
Remote Similarity 0.5814 NPC101719
Remote Similarity 0.5809 NPC218268
Remote Similarity 0.5809 NPC325252
Remote Similarity 0.5806 NPC313449
Remote Similarity 0.5804 NPC122493
Remote Similarity 0.5804 NPC293628
Remote Similarity 0.5804 NPC10781
Remote Similarity 0.5804 NPC33168
Remote Similarity 0.5795 NPC277704
Remote Similarity 0.5794 NPC30445
Remote Similarity 0.5794 NPC326232
Remote Similarity 0.5789 NPC207428
Remote Similarity 0.5789 NPC474582
Remote Similarity 0.5784 NPC475573
Remote Similarity 0.5784 NPC475289
Remote Similarity 0.5781 NPC175726
Remote Similarity 0.5781 NPC6975
Remote Similarity 0.5781 NPC46427
Remote Similarity 0.5781 NPC474082
Remote Similarity 0.5778 NPC114327
Remote Similarity 0.5778 NPC36357
Remote Similarity 0.5778 NPC8235
Remote Similarity 0.5769 NPC166424
Remote Similarity 0.5769 NPC146373

Drug Structure

External Identifiers

TTD   DAP000477
DrugBank   DB00797
ChEMBL   CHEMBL770
IUPHAR/BPS   7310
PharmaGKB   PA451716
KEGG Drug  
PubChem CID   5504
ChEBI   28502
CAS Number  59-98-3

Drug Properties

Molecular Weight  160.10
ALogP  -0.6428
MLogP  2.34
XLogP  3.13
HDA  2
HBD  1
Rotatable Bonds  2
TPSA  24.39
RO5 Violation  0