Drug Information

Drug ID:  NPD4205
Drug Name:  Urapidil
Molecular Formula:  C20H29N5O3
Canonical SMILES:  COc1ccccc1N1CCN(CC1)CCCNc1cc(=O)n(c(=O)n1C)C
Standard InCHI:  InChI=1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3/h4-5,7-8,15,21H,6,9-14H2,1-3H3
Standard InCHIKey:  ICMGLRUYEQNHPF-UHFFFAOYSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4205

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 0.75 NPC476475
Intermediate Similarity 0.7288 NPC314659
Intermediate Similarity 0.725 NPC476462
Intermediate Similarity 0.7232 NPC197335
Intermediate Similarity 0.716 NPC260601
Intermediate Similarity 0.716 NPC301163
Intermediate Similarity 0.7072 NPC87391
Remote Similarity 0.6994 NPC168750
Remote Similarity 0.6941 NPC315257
Remote Similarity 0.6855 NPC208022
Remote Similarity 0.6798 NPC73280
Remote Similarity 0.6795 NPC250476
Remote Similarity 0.6708 NPC297584
Remote Similarity 0.6684 NPC473569
Remote Similarity 0.6667 NPC29650
Remote Similarity 0.6648 NPC471648
Remote Similarity 0.6626 NPC138365
Remote Similarity 0.6625 NPC231382
Remote Similarity 0.6615 NPC100863
Remote Similarity 0.6612 NPC70092
Remote Similarity 0.6576 NPC116096
Remote Similarity 0.6545 NPC198401
Remote Similarity 0.6524 NPC262725
Remote Similarity 0.6503 NPC220560
Remote Similarity 0.6471 NPC9373
Remote Similarity 0.6456 NPC315632
Remote Similarity 0.6448 NPC473432
Remote Similarity 0.6448 NPC290069
Remote Similarity 0.6441 NPC93653
Remote Similarity 0.6429 NPC257851
Remote Similarity 0.6424 NPC13826
Remote Similarity 0.6424 NPC209195
Remote Similarity 0.6407 NPC47986
Remote Similarity 0.64 NPC226914
Remote Similarity 0.6398 NPC472163
Remote Similarity 0.6391 NPC308197
Remote Similarity 0.6387 NPC22476
Remote Similarity 0.6378 NPC287152
Remote Similarity 0.6364 NPC274441
Remote Similarity 0.6333 NPC299582
Remote Similarity 0.631 NPC270301
Remote Similarity 0.6289 NPC230313
Remote Similarity 0.6275 NPC264782
Remote Similarity 0.6264 NPC33507
Remote Similarity 0.6264 NPC473329
Remote Similarity 0.6264 NPC1527
Remote Similarity 0.625 NPC473422
Remote Similarity 0.6238 NPC285192
Remote Similarity 0.6224 NPC161804
Remote Similarity 0.6224 NPC314948
Remote Similarity 0.6223 NPC118776
Remote Similarity 0.6222 NPC257763
Remote Similarity 0.622 NPC473987
Remote Similarity 0.6219 NPC477161
Remote Similarity 0.6219 NPC246140
Remote Similarity 0.6219 NPC195787
Remote Similarity 0.6211 NPC473007
Remote Similarity 0.6207 NPC242000
Remote Similarity 0.6205 NPC266425
Remote Similarity 0.6203 NPC181905
Remote Similarity 0.6202 NPC77777
Remote Similarity 0.6184 NPC95977
Remote Similarity 0.6181 NPC214368
Remote Similarity 0.6158 NPC287208
Remote Similarity 0.6149 NPC217277
Remote Similarity 0.6142 NPC478049
Remote Similarity 0.6135 NPC218323
Remote Similarity 0.6133 NPC315498
Remote Similarity 0.6133 NPC230942
Remote Similarity 0.6122 NPC243626
Remote Similarity 0.6121 NPC196026
Remote Similarity 0.6121 NPC200555
Remote Similarity 0.612 NPC471652
Remote Similarity 0.6108 NPC85482
Remote Similarity 0.6108 NPC478075
Remote Similarity 0.6103 NPC473004
Remote Similarity 0.6102 NPC13397
Remote Similarity 0.6095 NPC219397
Remote Similarity 0.6085 NPC283810
Remote Similarity 0.6085 NPC85613
Remote Similarity 0.6082 NPC473008
Remote Similarity 0.6077 NPC320064
Remote Similarity 0.6077 NPC471197
Remote Similarity 0.6062 NPC21425
Remote Similarity 0.6051 NPC470483
Remote Similarity 0.605 NPC127178
Remote Similarity 0.6049 NPC477160
Remote Similarity 0.6048 NPC471198
Remote Similarity 0.6047 NPC157931
Remote Similarity 0.6036 NPC237227
Remote Similarity 0.6033 NPC314861
Remote Similarity 0.6031 NPC110741
Remote Similarity 0.603 NPC112937
Remote Similarity 0.6028 NPC122886
Remote Similarity 0.6023 NPC204156
Remote Similarity 0.6022 NPC471604
Remote Similarity 0.6022 NPC471122
Remote Similarity 0.6021 NPC256288
Remote Similarity 0.602 NPC79213
Remote Similarity 0.6019 NPC17565
Remote Similarity 0.6019 NPC471762
Remote Similarity 0.6019 NPC66777
Remote Similarity 0.6011 NPC292143
Remote Similarity 0.6011 NPC139506
Remote Similarity 0.6011 NPC118511
Remote Similarity 0.601 NPC87714
Remote Similarity 0.601 NPC470484
Remote Similarity 0.601 NPC473615
Remote Similarity 0.601 NPC475147
Remote Similarity 0.6 NPC330683
Remote Similarity 0.6 NPC329567
Remote Similarity 0.6 NPC5167
Remote Similarity 0.6 NPC174629
Remote Similarity 0.6 NPC5630
Remote Similarity 0.5991 NPC323969
Remote Similarity 0.599 NPC470485
Remote Similarity 0.599 NPC2933
Remote Similarity 0.599 NPC295898
Remote Similarity 0.599 NPC471825
Remote Similarity 0.5989 NPC68650
Remote Similarity 0.5989 NPC231862
Remote Similarity 0.5988 NPC476685
Remote Similarity 0.5988 NPC476687
Remote Similarity 0.5988 NPC476689
Remote Similarity 0.5981 NPC65277
Remote Similarity 0.598 NPC316282
Remote Similarity 0.5979 NPC4669
Remote Similarity 0.5979 NPC229484
Remote Similarity 0.5978 NPC24954
Remote Similarity 0.5978 NPC471132
Remote Similarity 0.5978 NPC471124
Remote Similarity 0.5972 NPC248601
Remote Similarity 0.5972 NPC303658
Remote Similarity 0.597 NPC67904
Remote Similarity 0.597 NPC138830
Remote Similarity 0.5969 NPC161887
Remote Similarity 0.5969 NPC92803
Remote Similarity 0.5969 NPC203628
Remote Similarity 0.5967 NPC469428
Remote Similarity 0.5964 NPC471306
Remote Similarity 0.5964 NPC471321
Remote Similarity 0.5961 NPC473460
Remote Similarity 0.5959 NPC259626
Remote Similarity 0.5956 NPC191863
Remote Similarity 0.5956 NPC289776
Remote Similarity 0.5956 NPC133470
Remote Similarity 0.595 NPC71124
Remote Similarity 0.595 NPC218733
Remote Similarity 0.595 NPC132874
Remote Similarity 0.595 NPC265642
Remote Similarity 0.595 NPC138615
Remote Similarity 0.5949 NPC292675
Remote Similarity 0.5949 NPC18890
Remote Similarity 0.5944 NPC476580
Remote Similarity 0.5934 NPC57512
Remote Similarity 0.5933 NPC311660
Remote Similarity 0.5933 NPC473006
Remote Similarity 0.5932 NPC324081
Remote Similarity 0.593 NPC472539
Remote Similarity 0.593 NPC472540
Remote Similarity 0.593 NPC470787
Remote Similarity 0.5924 NPC305984
Remote Similarity 0.5924 NPC126556
Remote Similarity 0.5921 NPC26543
Remote Similarity 0.5918 NPC474059
Remote Similarity 0.5917 NPC223242
Remote Similarity 0.5916 NPC166169
Remote Similarity 0.5912 NPC112766
Remote Similarity 0.5909 NPC141053
Remote Similarity 0.5909 NPC255721
Remote Similarity 0.5909 NPC473769
Remote Similarity 0.5909 NPC189908
Remote Similarity 0.5905 NPC314817
Remote Similarity 0.5905 NPC316297
Remote Similarity 0.5905 NPC66191
Remote Similarity 0.5904 NPC285622
Remote Similarity 0.5902 NPC285635
Remote Similarity 0.5902 NPC225400
Remote Similarity 0.5901 NPC314702
Remote Similarity 0.59 NPC472542
Remote Similarity 0.59 NPC472541
Remote Similarity 0.5899 NPC144691
Remote Similarity 0.5895 NPC285941
Remote Similarity 0.5895 NPC14849
Remote Similarity 0.5894 NPC475133
Remote Similarity 0.5888 NPC1820
Remote Similarity 0.5882 NPC173295
Remote Similarity 0.5882 NPC476518
Remote Similarity 0.588 NPC115588
Remote Similarity 0.5879 NPC319320
Remote Similarity 0.5879 NPC287757
Remote Similarity 0.5878 NPC313918
Remote Similarity 0.5876 NPC20249
Remote Similarity 0.5874 NPC471155
Remote Similarity 0.5874 NPC472538
Remote Similarity 0.5874 NPC470786
Remote Similarity 0.5873 NPC470548
Remote Similarity 0.5872 NPC253429
Remote Similarity 0.5872 NPC470707
Remote Similarity 0.587 NPC177404

Drug Structure

External Identifiers

TTD   DNC001490; DCL001018; DIB002395
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   5639
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  387.23
ALogP  -0.8404
MLogP  2.78
XLogP  1.289
HDA  7
HBD  1
Rotatable Bonds  10
TPSA  68.36
RO5 Violation  0