NPASS drugs

Drug Information

Drug ID:	NPD6484
Drug Name:	Tolvaptan
Molecular Formula:	C26H25ClN2O3
Canonical SMILES:	Clc1ccc2c(c1)[C@H](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)/t24-/m1/s1
Standard InCHIKey:	GYHCTFXIZSNGJT-XMMPIXPASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD6484

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.

Range	Similarity Score Range
0-0.1	198
0.1-0.2	1186
0.2-0.3	5875
0.3-0.4	9487
0.4-0.5	11428
0.5-0.6	2400
0.6-0.7	311
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD6484 OpenBabel08211710072D 34 37 0 0 1 0 0 0 0 0999 V2000 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2528 2.2669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0303 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4358 2.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5198 2.9471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6472 1.5283 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7423 3.9220 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2105 2.3546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2077 2.2798 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 13 1 0 0 0 0 6 16 2 0 0 0 0 7 20 2 0 0 0 0 8 24 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 19 2 0 0 0 0 11 21 2 0 0 0 0 12 23 1 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 1 0 0 0 25 28 1 0 0 0 0 25 31 2 0 0 0 0 26 29 1 0 0 0 0 26 32 2 0 0 0 0 28 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06212
ChEMBL	CHEMBL344159
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01213
PubChem CID
ChEBI
CAS Number	150683-30-0

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