NPASS drugs

Drug Information

Drug ID:	NPD5071
Drug Name:	Vesnarinone
Molecular Formula:	C22H25N3O4
Canonical SMILES:	COc1ccc(cc1OC)C(=O)N1CCN(CC1)c1ccc2c(c1)CCC(=O)N2
Standard InCHI:	InChI=1S/C22H25N3O4/c1-28-19-7-3-16(14-20(19)29-2)22(27)25-11-9-24(10-12-25)17-5-6-18-15(13-17)4-8-21(26)23-18/h3,5-7,13-14H,4,8-12H2,1-2H3,(H,23,26)
Standard InCHIKey:	ZVNYJIZDIRKMBF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5071

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	301
0.1-0.2	1777
0.2-0.3	8041
0.3-0.4	4135
0.4-0.5	6640
0.5-0.6	8661
0.6-0.7	1207
0.7-0.8	121
0.8-0.85	7
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	0.8421	NPC71124
Intermediate Similarity	0.8377	NPC5374
Intermediate Similarity	0.8307	NPC254957
Intermediate Similarity	0.8299	NPC207971
Intermediate Similarity	0.8265	NPC222561
Intermediate Similarity	0.8265	NPC308943
Intermediate Similarity	0.8256	NPC268077
Intermediate Similarity	0.798	NPC298449
Intermediate Similarity	0.798	NPC55470
Intermediate Similarity	0.7819	NPC222524
Intermediate Similarity	0.7819	NPC5167
Intermediate Similarity	0.7709	NPC119669
Intermediate Similarity	0.7689	NPC476436
Intermediate Similarity	0.7685	NPC100573
Intermediate Similarity	0.7685	NPC207873
Intermediate Similarity	0.765	NPC154922
Intermediate Similarity	0.7632	NPC283810
Intermediate Similarity	0.7632	NPC85613
Intermediate Similarity	0.7538	NPC169387
Intermediate Similarity	0.7538	NPC477259
Intermediate Similarity	0.7526	NPC116007
Intermediate Similarity	0.7512	NPC476429
Intermediate Similarity	0.75	NPC208890
Intermediate Similarity	0.75	NPC93653
Intermediate Similarity	0.75	NPC100863
Intermediate Similarity	0.7477	NPC113455
Intermediate Similarity	0.7473	NPC299582
Intermediate Similarity	0.7461	NPC314659
Intermediate Similarity	0.746	NPC73280
Intermediate Similarity	0.7452	NPC10732
Intermediate Similarity	0.7452	NPC159815
Intermediate Similarity	0.7427	NPC90185
Intermediate Similarity	0.7419	NPC135006
Intermediate Similarity	0.7413	NPC23080
Intermediate Similarity	0.7413	NPC193906
Intermediate Similarity	0.7413	NPC17677
Intermediate Similarity	0.7409	NPC197335
Intermediate Similarity	0.7398	NPC21425
Intermediate Similarity	0.738	NPC153631
Intermediate Similarity	0.7378	NPC120239
Intermediate Similarity	0.7366	NPC475147
Intermediate Similarity	0.7364	NPC160113
Intermediate Similarity	0.7364	NPC476220
Intermediate Similarity	0.7347	NPC87391
Intermediate Similarity	0.7347	NPC83511
Intermediate Similarity	0.7344	NPC285941
Intermediate Similarity	0.7321	NPC82541
Intermediate Similarity	0.7321	NPC295479
Intermediate Similarity	0.7321	NPC220241
Intermediate Similarity	0.7317	NPC41216
Intermediate Similarity	0.7317	NPC473460
Intermediate Similarity	0.7316	NPC471604
Intermediate Similarity	0.7315	NPC122886
Intermediate Similarity	0.7313	NPC477258
Intermediate Similarity	0.7311	NPC126556
Intermediate Similarity	0.7295	NPC478075
Intermediate Similarity	0.7286	NPC470482
Intermediate Similarity	0.7286	NPC470481
Intermediate Similarity	0.7277	NPC24228
Intermediate Similarity	0.7264	NPC198401
Intermediate Similarity	0.7251	NPC268223
Intermediate Similarity	0.7243	NPC470708
Intermediate Similarity	0.7232	NPC304837
Intermediate Similarity	0.7232	NPC476258
Intermediate Similarity	0.7231	NPC190461
Intermediate Similarity	0.7231	NPC121400
Intermediate Similarity	0.723	NPC313327
Intermediate Similarity	0.7225	NPC475133
Intermediate Similarity	0.722	NPC471489
Intermediate Similarity	0.7209	NPC318525
Intermediate Similarity	0.7209	NPC10653
Intermediate Similarity	0.7198	NPC473422
Intermediate Similarity	0.7196	NPC24954
Intermediate Similarity	0.719	NPC269449
Intermediate Similarity	0.7179	NPC287588
Intermediate Similarity	0.7178	NPC230313
Intermediate Similarity	0.7171	NPC127178
Intermediate Similarity	0.7171	NPC138830
Intermediate Similarity	0.7163	NPC477161
Intermediate Similarity	0.7158	NPC476569
Intermediate Similarity	0.7156	NPC231924
Intermediate Similarity	0.715	NPC195636
Intermediate Similarity	0.7143	NPC266425
Intermediate Similarity	0.7123	NPC119722
Intermediate Similarity	0.7122	NPC212163
Intermediate Similarity	0.7121	NPC473007
Intermediate Similarity	0.7116	NPC182853
Intermediate Similarity	0.7116	NPC87560
Intermediate Similarity	0.7116	NPC195120
Intermediate Similarity	0.7113	NPC67978
Intermediate Similarity	0.7113	NPC303581
Intermediate Similarity	0.7107	NPC27887
Intermediate Similarity	0.7106	NPC191489
Intermediate Similarity	0.7098	NPC86469
Intermediate Similarity	0.7091	NPC248903
Intermediate Similarity	0.7087	NPC67904
Intermediate Similarity	0.7085	NPC33902
Intermediate Similarity	0.7085	NPC276674
Intermediate Similarity	0.7082	NPC303374
Intermediate Similarity	0.7079	NPC473004
Intermediate Similarity	0.7074	NPC57512
Intermediate Similarity	0.7071	NPC179704
Intermediate Similarity	0.7065	NPC45389
Intermediate Similarity	0.7065	NPC473008
Intermediate Similarity	0.7064	NPC148124
Intermediate Similarity	0.7056	NPC146976
Intermediate Similarity	0.7054	NPC253675
Intermediate Similarity	0.7053	NPC295676
Intermediate Similarity	0.7051	NPC476069
Intermediate Similarity	0.7048	NPC16249
Intermediate Similarity	0.7045	NPC26928
Intermediate Similarity	0.7043	NPC476579
Intermediate Similarity	0.7041	NPC308267
Intermediate Similarity	0.7037	NPC134702
Intermediate Similarity	0.7035	NPC249405
Intermediate Similarity	0.703	NPC1820
Intermediate Similarity	0.7021	NPC187022
Intermediate Similarity	0.7021	NPC80129
Intermediate Similarity	0.7018	NPC118189
Intermediate Similarity	0.7018	NPC99724
Intermediate Similarity	0.7018	NPC128476
Intermediate Similarity	0.7015	NPC477186
Intermediate Similarity	0.7015	NPC320088
Intermediate Similarity	0.701	NPC469815
Intermediate Similarity	0.701	NPC469816
Intermediate Similarity	0.7009	NPC236668
Intermediate Similarity	0.7005	NPC476580
Intermediate Similarity	0.7	NPC262725
Remote Similarity	0.699	NPC4669
Remote Similarity	0.6987	NPC88923
Remote Similarity	0.6987	NPC100734
Remote Similarity	0.6987	NPC315634
Remote Similarity	0.698	NPC312531
Remote Similarity	0.698	NPC473569
Remote Similarity	0.6978	NPC128019
Remote Similarity	0.6978	NPC476567
Remote Similarity	0.6978	NPC136860
Remote Similarity	0.6977	NPC148391
Remote Similarity	0.6972	NPC157983
Remote Similarity	0.6972	NPC472099
Remote Similarity	0.6972	NPC118154
Remote Similarity	0.697	NPC472163
Remote Similarity	0.6959	NPC471648
Remote Similarity	0.6959	NPC77777
Remote Similarity	0.6957	NPC241263
Remote Similarity	0.6952	NPC163829
Remote Similarity	0.6952	NPC244606
Remote Similarity	0.6952	NPC156728
Remote Similarity	0.6948	NPC25961
Remote Similarity	0.6947	NPC291173
Remote Similarity	0.6946	NPC22476
Remote Similarity	0.6944	NPC38964
Remote Similarity	0.6941	NPC46259
Remote Similarity	0.6941	NPC76478
Remote Similarity	0.6939	NPC227683
Remote Similarity	0.6937	NPC157931
Remote Similarity	0.6935	NPC470088
Remote Similarity	0.6931	NPC471650
Remote Similarity	0.693	NPC114468
Remote Similarity	0.6927	NPC243626
Remote Similarity	0.6923	NPC308197
Remote Similarity	0.6923	NPC19175
Remote Similarity	0.6923	NPC115588
Remote Similarity	0.6919	NPC106295
Remote Similarity	0.6919	NPC210437
Remote Similarity	0.6919	NPC158551
Remote Similarity	0.6919	NPC242000
Remote Similarity	0.6919	NPC476144
Remote Similarity	0.6919	NPC70092
Remote Similarity	0.6919	NPC16107
Remote Similarity	0.6919	NPC51957
Remote Similarity	0.6912	NPC204970
Remote Similarity	0.6912	NPC79213
Remote Similarity	0.6912	NPC305984
Remote Similarity	0.6908	NPC234933
Remote Similarity	0.6908	NPC112937
Remote Similarity	0.6906	NPC66777
Remote Similarity	0.6901	NPC471561
Remote Similarity	0.6898	NPC2905
Remote Similarity	0.6895	NPC301163
Remote Similarity	0.6895	NPC323969
Remote Similarity	0.6893	NPC125924
Remote Similarity	0.6891	NPC475393
Remote Similarity	0.6882	NPC7467
Remote Similarity	0.6882	NPC144691
Remote Similarity	0.6881	NPC82056
Remote Similarity	0.6878	NPC471825
Remote Similarity	0.6875	NPC24019
Remote Similarity	0.6868	NPC328750
Remote Similarity	0.6868	NPC474915
Remote Similarity	0.6868	NPC213206
Remote Similarity	0.6868	NPC188163
Remote Similarity	0.6867	NPC270515
Remote Similarity	0.6864	NPC7560
Remote Similarity	0.6861	NPC257851
Remote Similarity	0.6857	NPC172403
Remote Similarity	0.6847	NPC21638
Remote Similarity	0.6837	NPC307640
Remote Similarity	0.6834	NPC35680
Remote Similarity	0.6833	NPC210434

Drug Structure

NPD5071 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 3.4641 -3.0000 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 -3.5000 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 7.7942 -3.5000 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 6.9282 -3.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 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 3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 N 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 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 29 1 0 0 0 0 3 7 2 0 0 0 0 3 16 1 0 0 0 0 4 8 1 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 9 24 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 0 0 0 0 22 25 1 0 0 0 0 22 27 2 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003894
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5663
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.18
ALogP	-1.2164
MLogP	3.11
XLogP	1.965
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	71.11
RO5 Violation	0