NPASS drugs

Drug Information

Drug ID:	NPD7126
Drug Name:	umespirone
Molecular Formula:	C28H40N4O5
Canonical SMILES:	CCCCN1C(=O)C2C(=O)N(C(=O)C(C1=O)C2(C)C)CCCCN1CCN(CC1)c1ccccc1OC
Standard InCHI:	InChI=1S/C28H40N4O5/c1-5-6-14-31-24(33)22-26(35)32(27(36)23(25(31)34)28(22,2)3)15-10-9-13-29-16-18-30(19-17-29)20-11-7-8-12-21(20)37-4/h7-8,11-12,22-23H,5-6,9-10,13-19H2,1-4H3
Standard InCHIKey:	BXNRTMZZILHVNJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7126

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	235
0.1-0.2	1453
0.2-0.3	9301
0.3-0.4	3870
0.4-0.5	13056
0.5-0.6	2697
0.6-0.7	272
0.7-0.8	6
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	0.7427	NPC301163
Intermediate Similarity	0.7097	NPC21425
Intermediate Similarity	0.7065	NPC314659
Intermediate Similarity	0.7021	NPC473569
Intermediate Similarity	0.7011	NPC197335
Intermediate Similarity	0.7	NPC471648
Remote Similarity	0.6959	NPC67904
Remote Similarity	0.6959	NPC138830
Remote Similarity	0.6952	NPC87391
Remote Similarity	0.6947	NPC473004
Remote Similarity	0.6943	NPC100863
Remote Similarity	0.6805	NPC476462
Remote Similarity	0.6776	NPC73280
Remote Similarity	0.6765	NPC168750
Remote Similarity	0.6726	NPC476475
Remote Similarity	0.6725	NPC260601
Remote Similarity	0.672	NPC473007
Remote Similarity	0.6717	NPC473005
Remote Similarity	0.6716	NPC473006
Remote Similarity	0.6701	NPC230313
Remote Similarity	0.6684	NPC262725
Remote Similarity	0.6667	NPC174629
Remote Similarity	0.6667	NPC473008
Remote Similarity	0.6667	NPC223242
Remote Similarity	0.6648	NPC472114
Remote Similarity	0.6648	NPC472115
Remote Similarity	0.6647	NPC9373
Remote Similarity	0.6629	NPC315257
Remote Similarity	0.6617	NPC246140
Remote Similarity	0.6617	NPC195787
Remote Similarity	0.6612	NPC33507
Remote Similarity	0.6605	NPC139373
Remote Similarity	0.6598	NPC204970
Remote Similarity	0.6596	NPC166169
Remote Similarity	0.6588	NPC204156
Remote Similarity	0.6585	NPC159815
Remote Similarity	0.6575	NPC289776
Remote Similarity	0.6575	NPC133470
Remote Similarity	0.6575	NPC191863
Remote Similarity	0.6571	NPC324081
Remote Similarity	0.6564	NPC250476
Remote Similarity	0.6564	NPC470485
Remote Similarity	0.6561	NPC270301
Remote Similarity	0.6552	NPC329567
Remote Similarity	0.6552	NPC330683
Remote Similarity	0.6548	NPC161804
Remote Similarity	0.6537	NPC82541
Remote Similarity	0.6533	NPC127178
Remote Similarity	0.6531	NPC198401
Remote Similarity	0.6519	NPC93653
Remote Similarity	0.6515	NPC132874
Remote Similarity	0.6515	NPC138615
Remote Similarity	0.6515	NPC265642
Remote Similarity	0.6515	NPC218733
Remote Similarity	0.6509	NPC138365
Remote Similarity	0.6506	NPC231382
Remote Similarity	0.6488	NPC266425
Remote Similarity	0.6485	NPC470484
Remote Similarity	0.6485	NPC473422
Remote Similarity	0.6484	NPC131977
Remote Similarity	0.648	NPC203972
Remote Similarity	0.6474	NPC308197
Remote Similarity	0.6474	NPC116096
Remote Similarity	0.6468	NPC311357
Remote Similarity	0.6464	NPC471122
Remote Similarity	0.6462	NPC470483
Remote Similarity	0.6455	NPC301501
Remote Similarity	0.645	NPC29650
Remote Similarity	0.6447	NPC243626
Remote Similarity	0.6439	NPC477160
Remote Similarity	0.6432	NPC71124
Remote Similarity	0.6432	NPC112937
Remote Similarity	0.6429	NPC77777
Remote Similarity	0.6425	NPC469450
Remote Similarity	0.6425	NPC470481
Remote Similarity	0.6425	NPC470482
Remote Similarity	0.6422	NPC478075
Remote Similarity	0.6413	NPC299582
Remote Similarity	0.6413	NPC471124
Remote Similarity	0.6411	NPC234772
Remote Similarity	0.6402	NPC220560
Remote Similarity	0.6398	NPC288110
Remote Similarity	0.6384	NPC242000
Remote Similarity	0.6378	NPC22476
Remote Similarity	0.6372	NPC476436
Remote Similarity	0.6368	NPC469452
Remote Similarity	0.6368	NPC318525
Remote Similarity	0.6368	NPC10653
Remote Similarity	0.6368	NPC469451
Remote Similarity	0.6354	NPC471649
Remote Similarity	0.6349	NPC290069
Remote Similarity	0.6346	NPC10732
Remote Similarity	0.6344	NPC186617
Remote Similarity	0.6333	NPC478076
Remote Similarity	0.6324	NPC268077
Remote Similarity	0.6324	NPC254700
Remote Similarity	0.6321	NPC222046
Remote Similarity	0.6321	NPC302235
Remote Similarity	0.6319	NPC319320
Remote Similarity	0.6319	NPC287757
Remote Similarity	0.6319	NPC113946
Remote Similarity	0.6318	NPC5374
Remote Similarity	0.6313	NPC74216
Remote Similarity	0.6313	NPC311906
Remote Similarity	0.6313	NPC471825
Remote Similarity	0.6311	NPC329932
Remote Similarity	0.6308	NPC250960
Remote Similarity	0.6308	NPC71539
Remote Similarity	0.6298	NPC471532
Remote Similarity	0.6296	NPC266994
Remote Similarity	0.6294	NPC28510
Remote Similarity	0.6293	NPC477161
Remote Similarity	0.6283	NPC287152
Remote Similarity	0.6275	NPC207971
Remote Similarity	0.6271	NPC189908
Remote Similarity	0.627	NPC472923
Remote Similarity	0.6269	NPC98197
Remote Similarity	0.6268	NPC127996
Remote Similarity	0.6267	NPC257851
Remote Similarity	0.6267	NPC471513
Remote Similarity	0.6263	NPC473432
Remote Similarity	0.6257	NPC471651
Remote Similarity	0.6256	NPC469732
Remote Similarity	0.6244	NPC45389
Remote Similarity	0.6243	NPC251212
Remote Similarity	0.6243	NPC139085
Remote Similarity	0.6243	NPC476425
Remote Similarity	0.6243	NPC214626
Remote Similarity	0.6237	NPC472106
Remote Similarity	0.6236	NPC254798
Remote Similarity	0.6231	NPC254957
Remote Similarity	0.6227	NPC476429
Remote Similarity	0.6226	NPC305984
Remote Similarity	0.6225	NPC474077
Remote Similarity	0.6225	NPC1464
Remote Similarity	0.6223	NPC471568
Remote Similarity	0.6223	NPC473693
Remote Similarity	0.6218	NPC472163
Remote Similarity	0.6216	NPC257763
Remote Similarity	0.6205	NPC102760
Remote Similarity	0.6203	NPC471652
Remote Similarity	0.6203	NPC473502
Remote Similarity	0.6195	NPC41216
Remote Similarity	0.6195	NPC473460
Remote Similarity	0.6193	NPC217294
Remote Similarity	0.6193	NPC473458
Remote Similarity	0.619	NPC264176
Remote Similarity	0.6186	NPC46259
Remote Similarity	0.6175	NPC122886
Remote Similarity	0.6175	NPC115588
Remote Similarity	0.6172	NPC476651
Remote Similarity	0.6168	NPC475609
Remote Similarity	0.6166	NPC222524
Remote Similarity	0.6166	NPC70092
Remote Similarity	0.6166	NPC85613
Remote Similarity	0.6162	NPC320064
Remote Similarity	0.6158	NPC307640
Remote Similarity	0.6154	NPC283079
Remote Similarity	0.615	NPC24954
Remote Similarity	0.615	NPC70172
Remote Similarity	0.6146	NPC285941
Remote Similarity	0.6141	NPC187022
Remote Similarity	0.6141	NPC80129
Remote Similarity	0.6139	NPC162440
Remote Similarity	0.6138	NPC469915
Remote Similarity	0.6136	NPC477397
Remote Similarity	0.6134	NPC288305
Remote Similarity	0.6133	NPC243756
Remote Similarity	0.6132	NPC66191
Remote Similarity	0.6132	NPC316297
Remote Similarity	0.6132	NPC314817
Remote Similarity	0.6131	NPC218323
Remote Similarity	0.6129	NPC230942
Remote Similarity	0.6129	NPC472101
Remote Similarity	0.6129	NPC315498
Remote Similarity	0.6129	NPC472120
Remote Similarity	0.6117	NPC279527
Remote Similarity	0.6117	NPC214960
Remote Similarity	0.6117	NPC314861
Remote Similarity	0.6114	NPC472098
Remote Similarity	0.6108	NPC57512
Remote Similarity	0.6106	NPC316403
Remote Similarity	0.6106	NPC308943
Remote Similarity	0.6105	NPC471604
Remote Similarity	0.6105	NPC85482
Remote Similarity	0.6105	NPC297584
Remote Similarity	0.6103	NPC471531
Remote Similarity	0.6103	NPC152768
Remote Similarity	0.6103	NPC148183
Remote Similarity	0.6101	NPC231924
Remote Similarity	0.6099	NPC160113
Remote Similarity	0.6099	NPC476220
Remote Similarity	0.6098	NPC471489
Remote Similarity	0.6096	NPC118511
Remote Similarity	0.6094	NPC476441
Remote Similarity	0.6093	NPC17565
Remote Similarity	0.6093	NPC219397
Remote Similarity	0.6089	NPC471647
Remote Similarity	0.6089	NPC471646
Remote Similarity	0.6087	NPC274291

Drug Structure

NPD7126 OpenBabel08211711362D 37 40 0 0 1 0 0 0 0 0999 V2000 -3.0016 -6.8373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5016 -1.5072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3644 -2.0072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2086 6.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0016 -6.8373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5016 -5.9713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2914 5.7945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7914 6.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2914 0.5983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2086 -0.2677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7914 4.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7914 6.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2086 1.4643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0016 -5.1053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2914 -1.1337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2914 2.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2086 3.1964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7914 3.1964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2914 4.0624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7914 4.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2914 5.7945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5016 -2.5072 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0016 -3.3732 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.0016 -3.3732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5016 -4.2393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9773 -1.9422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2256 -2.6367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5016 -2.5072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2914 2.3304 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2914 4.0624 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5016 -4.2393 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2086 -1.9998 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0016 -3.3732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0016 -5.1053 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3426 -1.0113 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2144 -2.4876 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2914 5.7945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 28 1 0 0 0 0 3 28 1 0 0 0 0 4 37 1 0 0 0 0 5 6 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 20 2 0 0 0 0 12 21 2 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 16 29 1 0 0 0 0 17 19 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 30 1 0 0 0 0 21 37 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 23 25 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 24 31 1 0 0 0 0 24 33 2 0 0 0 0 25 31 1 0 0 0 0 25 34 2 0 0 0 0 26 32 1 0 0 0 0 26 35 2 0 0 0 0 27 32 1 0 0 0 0 27 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010017
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	512.30
ALogP	-1.9367
MLogP	3.55
XLogP	2.3
HDA	8
HBD	0
Rotatable Bonds	14
TPSA	90.47
RO5 Violation	0