Drug Information

Drug ID:  NPD6483
Drug Name:  Tolvaptan
Molecular Formula:  C26H25ClN2O3
Canonical SMILES:  Clc1ccc2c(c1)C(O)CCCN2C(=O)c1ccc(cc1C)NC(=O)c1ccccc1C
Standard InCHI:  InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)
Standard InCHIKey:  GYHCTFXIZSNGJT-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD6483

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 0.7354 NPC470317
Intermediate Similarity 0.7192 NPC477999
Intermediate Similarity 0.7128 NPC313293
Intermediate Similarity 0.7043 NPC182131
Intermediate Similarity 0.7 NPC471743
Remote Similarity 0.6959 NPC471742
Remote Similarity 0.6932 NPC472241
Remote Similarity 0.6914 NPC242933
Remote Similarity 0.6914 NPC472243
Remote Similarity 0.6859 NPC470548
Remote Similarity 0.6821 NPC253476
Remote Similarity 0.6816 NPC472242
Remote Similarity 0.6755 NPC189116
Remote Similarity 0.6744 NPC314098
Remote Similarity 0.6702 NPC199737
Remote Similarity 0.6685 NPC43477
Remote Similarity 0.6667 NPC475094
Remote Similarity 0.6667 NPC474041
Remote Similarity 0.665 NPC477998
Remote Similarity 0.6649 NPC475607
Remote Similarity 0.6649 NPC27904
Remote Similarity 0.6632 NPC471130
Remote Similarity 0.6615 NPC474081
Remote Similarity 0.6614 NPC88970
Remote Similarity 0.6612 NPC300596
Remote Similarity 0.6612 NPC237649
Remote Similarity 0.661 NPC316906
Remote Similarity 0.6598 NPC475594
Remote Similarity 0.6596 NPC471122
Remote Similarity 0.659 NPC472245
Remote Similarity 0.6585 NPC316282
Remote Similarity 0.6576 NPC144691
Remote Similarity 0.6561 NPC472102
Remote Similarity 0.6561 NPC309531
Remote Similarity 0.6547 NPC472844
Remote Similarity 0.6545 NPC471124
Remote Similarity 0.6541 NPC314223
Remote Similarity 0.6528 NPC469915
Remote Similarity 0.6519 NPC308197
Remote Similarity 0.6508 NPC36495
Remote Similarity 0.65 NPC49184
Remote Similarity 0.6497 NPC475761
Remote Similarity 0.6497 NPC218594
Remote Similarity 0.6497 NPC173295
Remote Similarity 0.6497 NPC99043
Remote Similarity 0.6495 NPC474814
Remote Similarity 0.6495 NPC112336
Remote Similarity 0.6488 NPC226143
Remote Similarity 0.648 NPC129624
Remote Similarity 0.648 NPC319645
Remote Similarity 0.6477 NPC470971
Remote Similarity 0.6474 NPC315368
Remote Similarity 0.6467 NPC254798
Remote Similarity 0.6459 NPC471944
Remote Similarity 0.6458 NPC1203
Remote Similarity 0.6456 NPC472540
Remote Similarity 0.6456 NPC470787
Remote Similarity 0.6456 NPC472539
Remote Similarity 0.6453 NPC470343
Remote Similarity 0.6453 NPC472244
Remote Similarity 0.6444 NPC315051
Remote Similarity 0.6443 NPC472118
Remote Similarity 0.6441 NPC162417
Remote Similarity 0.6441 NPC316104
Remote Similarity 0.644 NPC176983
Remote Similarity 0.644 NPC472117
Remote Similarity 0.644 NPC476231
Remote Similarity 0.644 NPC286871
Remote Similarity 0.6437 NPC150863
Remote Similarity 0.6436 NPC473815
Remote Similarity 0.6432 NPC100573
Remote Similarity 0.6432 NPC207873
Remote Similarity 0.6425 NPC279527
Remote Similarity 0.6425 NPC472542
Remote Similarity 0.6425 NPC472541
Remote Similarity 0.6425 NPC214960
Remote Similarity 0.6418 NPC316141
Remote Similarity 0.6406 NPC113056
Remote Similarity 0.6406 NPC138293
Remote Similarity 0.6406 NPC298449
Remote Similarity 0.6404 NPC284706
Remote Similarity 0.6402 NPC29285
Remote Similarity 0.64 NPC280807
Remote Similarity 0.64 NPC314431
Remote Similarity 0.64 NPC477159
Remote Similarity 0.6395 NPC285394
Remote Similarity 0.6395 NPC192533
Remote Similarity 0.6387 NPC474058
Remote Similarity 0.6386 NPC473615
Remote Similarity 0.6378 NPC96901
Remote Similarity 0.6373 NPC22689
Remote Similarity 0.6373 NPC105055
Remote Similarity 0.6369 NPC325599
Remote Similarity 0.6368 NPC97584
Remote Similarity 0.636 NPC472843
Remote Similarity 0.6359 NPC471778
Remote Similarity 0.6359 NPC471741
Remote Similarity 0.6355 NPC229484
Remote Similarity 0.6351 NPC471436
Remote Similarity 0.6344 NPC242000
Remote Similarity 0.634 NPC278887
Remote Similarity 0.6338 NPC225400
Remote Similarity 0.6337 NPC259626
Remote Similarity 0.6337 NPC52262
Remote Similarity 0.6333 NPC287358
Remote Similarity 0.6332 NPC474815
Remote Similarity 0.6327 NPC469671
Remote Similarity 0.6327 NPC318183
Remote Similarity 0.6327 NPC126676
Remote Similarity 0.6324 NPC478039
Remote Similarity 0.6324 NPC470579
Remote Similarity 0.6324 NPC292675
Remote Similarity 0.6322 NPC250476
Remote Similarity 0.6322 NPC322433
Remote Similarity 0.6321 NPC204867
Remote Similarity 0.6321 NPC292143
Remote Similarity 0.6321 NPC139506
Remote Similarity 0.6319 NPC471164
Remote Similarity 0.6308 NPC308943
Remote Similarity 0.6308 NPC471155
Remote Similarity 0.6308 NPC222561
Remote Similarity 0.6308 NPC472538
Remote Similarity 0.6308 NPC470786
Remote Similarity 0.6305 NPC90415
Remote Similarity 0.6304 NPC314186
Remote Similarity 0.63 NPC11149
Remote Similarity 0.6294 NPC251212
Remote Similarity 0.6294 NPC307640
Remote Similarity 0.6294 NPC214626
Remote Similarity 0.6294 NPC139085
Remote Similarity 0.6293 NPC5630
Remote Similarity 0.6293 NPC471196
Remote Similarity 0.6293 NPC471195
Remote Similarity 0.6287 NPC2933
Remote Similarity 0.6286 NPC5374
Remote Similarity 0.6281 NPC14849
Remote Similarity 0.6279 NPC270241
Remote Similarity 0.6271 NPC231382
Remote Similarity 0.6269 NPC253667
Remote Similarity 0.6269 NPC35510
Remote Similarity 0.6269 NPC472120
Remote Similarity 0.6269 NPC472101
Remote Similarity 0.6267 NPC9894
Remote Similarity 0.6262 NPC203628
Remote Similarity 0.6257 NPC150323
Remote Similarity 0.6257 NPC313352
Remote Similarity 0.6256 NPC472115
Remote Similarity 0.6256 NPC322621
Remote Similarity 0.6256 NPC472114
Remote Similarity 0.625 NPC182057
Remote Similarity 0.625 NPC131450
Remote Similarity 0.625 NPC147298
Remote Similarity 0.625 NPC193410
Remote Similarity 0.6244 NPC292265
Remote Similarity 0.6244 NPC316405
Remote Similarity 0.6238 NPC256288
Remote Similarity 0.6238 NPC71124
Remote Similarity 0.6238 NPC314659
Remote Similarity 0.6238 NPC311054
Remote Similarity 0.6238 NPC112752
Remote Similarity 0.6237 NPC313757
Remote Similarity 0.6235 NPC229353
Remote Similarity 0.6233 NPC478075
Remote Similarity 0.6231 NPC203202
Remote Similarity 0.6231 NPC264482
Remote Similarity 0.6221 NPC257490
Remote Similarity 0.622 NPC303214
Remote Similarity 0.6218 NPC93653
Remote Similarity 0.6218 NPC248117
Remote Similarity 0.6215 NPC314648
Remote Similarity 0.6215 NPC329833
Remote Similarity 0.6215 NPC268077
Remote Similarity 0.6214 NPC474059
Remote Similarity 0.6212 NPC177261
Remote Similarity 0.6209 NPC107828
Remote Similarity 0.6209 NPC90358
Remote Similarity 0.6205 NPC472106
Remote Similarity 0.6203 NPC212799
Remote Similarity 0.62 NPC186669
Remote Similarity 0.6198 NPC61013
Remote Similarity 0.6198 NPC123241
Remote Similarity 0.6188 NPC475962
Remote Similarity 0.6188 NPC197335
Remote Similarity 0.6186 NPC472121
Remote Similarity 0.6186 NPC191863
Remote Similarity 0.6186 NPC289776
Remote Similarity 0.6186 NPC99632
Remote Similarity 0.6186 NPC282339
Remote Similarity 0.6186 NPC477173
Remote Similarity 0.6186 NPC133470
Remote Similarity 0.6186 NPC293458
Remote Similarity 0.6184 NPC92803
Remote Similarity 0.6182 NPC189661
Remote Similarity 0.6181 NPC328611
Remote Similarity 0.6181 NPC248862
Remote Similarity 0.6172 NPC198205
Remote Similarity 0.6172 NPC21483
Remote Similarity 0.6172 NPC472842
Remote Similarity 0.6171 NPC205946
Remote Similarity 0.6171 NPC248601

Drug Structure

External Identifiers

TTD   DAP001530
DrugBank  
ChEMBL  
IUPHAR/BPS   2226
PharmaGKB  
KEGG Drug  
PubChem CID   216237
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  448.16
ALogP  -0.3164
MLogP  3.66
XLogP  6.554
HDA  5
HBD  2
Rotatable Bonds  9
TPSA  69.64
RO5 Violation  1