NPASS drugs

Drug Information

Drug ID:	NPD5297
Drug Name:	Cinepazide
Molecular Formula:	C22H31N3O5
Canonical SMILES:	COc1cc(/C=C/C(=O)N2CCN(CC2)CC(=O)N2CCCC2)cc(c1OC)OC
Standard InCHI:	InChI=1S/C22H31N3O5/c1-28-18-14-17(15-19(29-2)22(18)30-3)6-7-20(26)25-12-10-23(11-13-25)16-21(27)24-8-4-5-9-24/h6-7,14-15H,4-5,8-13,16H2,1-3H3/b7-6+
Standard InCHIKey:	RCUDFXMNPQNBDU-VOTSOKGWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5297

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	166
0.1-0.2	1142
0.2-0.3	4864
0.3-0.4	8463
0.4-0.5	3309
0.5-0.6	7460
0.6-0.7	5186
0.7-0.8	266
0.8-0.85	31
0.85-0.9	1
0.9-0.95	2
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
High Similarity	0.9	NPC113236
High Similarity	0.9	NPC214036
High Similarity	0.8759	NPC244338
Intermediate Similarity	0.8472	NPC470707
Intermediate Similarity	0.8462	NPC230698
Intermediate Similarity	0.8462	NPC73883
Intermediate Similarity	0.8462	NPC255817
Intermediate Similarity	0.8462	NPC277042
Intermediate Similarity	0.8462	NPC251454
Intermediate Similarity	0.8462	NPC205178
Intermediate Similarity	0.8462	NPC136330
Intermediate Similarity	0.8462	NPC196609
Intermediate Similarity	0.8431	NPC169742
Intermediate Similarity	0.8403	NPC99078
Intermediate Similarity	0.8392	NPC167096
Intermediate Similarity	0.8345	NPC220923
Intermediate Similarity	0.8345	NPC252107
Intermediate Similarity	0.8264	NPC328419
Intermediate Similarity	0.8264	NPC94280
Intermediate Similarity	0.8264	NPC159150
Intermediate Similarity	0.8264	NPC193673
Intermediate Similarity	0.8264	NPC45783
Intermediate Similarity	0.8264	NPC103947
Intermediate Similarity	0.8207	NPC96406
Intermediate Similarity	0.8163	NPC231572
Intermediate Similarity	0.8151	NPC137172
Intermediate Similarity	0.8151	NPC145446
Intermediate Similarity	0.8125	NPC217574
Intermediate Similarity	0.8095	NPC95366
Intermediate Similarity	0.8095	NPC248505
Intermediate Similarity	0.8065	NPC270811
Intermediate Similarity	0.8065	NPC471073
Intermediate Similarity	0.8038	NPC329640
Intermediate Similarity	0.8027	NPC469808
Intermediate Similarity	0.7959	NPC180647
Intermediate Similarity	0.7877	NPC318862
Intermediate Similarity	0.7875	NPC26353
Intermediate Similarity	0.7852	NPC225745
Intermediate Similarity	0.7805	NPC473748
Intermediate Similarity	0.7791	NPC474858
Intermediate Similarity	0.7791	NPC329717
Intermediate Similarity	0.7786	NPC222175
Intermediate Similarity	0.7746	NPC288238
Intermediate Similarity	0.7692	NPC108545
Intermediate Similarity	0.7626	NPC123948
Intermediate Similarity	0.7616	NPC194359
Intermediate Similarity	0.7616	NPC28641
Intermediate Similarity	0.7613	NPC110337
Intermediate Similarity	0.7603	NPC194841
Intermediate Similarity	0.756	NPC329992
Intermediate Similarity	0.7552	NPC310373
Intermediate Similarity	0.7547	NPC218575
Intermediate Similarity	0.7534	NPC127604
Intermediate Similarity	0.7518	NPC203924
Intermediate Similarity	0.7517	NPC118419
Intermediate Similarity	0.75	NPC262641
Intermediate Similarity	0.7483	NPC145769
Intermediate Similarity	0.7483	NPC11147
Intermediate Similarity	0.7468	NPC37144
Intermediate Similarity	0.7468	NPC59907
Intermediate Similarity	0.7466	NPC27352
Intermediate Similarity	0.7465	NPC475961
Intermediate Similarity	0.7465	NPC254625
Intermediate Similarity	0.745	NPC19242
Intermediate Similarity	0.7448	NPC238810
Intermediate Similarity	0.7427	NPC329816
Intermediate Similarity	0.7415	NPC218323
Intermediate Similarity	0.741	NPC204120
Intermediate Similarity	0.7397	NPC105513
Intermediate Similarity	0.7372	NPC165386
Intermediate Similarity	0.7365	NPC172403
Intermediate Similarity	0.7361	NPC166759
Intermediate Similarity	0.7361	NPC472596
Intermediate Similarity	0.7351	NPC5423
Intermediate Similarity	0.7351	NPC245120
Intermediate Similarity	0.7347	NPC58279
Intermediate Similarity	0.7347	NPC271985
Intermediate Similarity	0.7347	NPC300326
Intermediate Similarity	0.7342	NPC473934
Intermediate Similarity	0.7341	NPC473562
Intermediate Similarity	0.7338	NPC296898
Intermediate Similarity	0.7329	NPC474852
Intermediate Similarity	0.7324	NPC33271
Intermediate Similarity	0.7315	NPC109275
Intermediate Similarity	0.7312	NPC470088
Intermediate Similarity	0.731	NPC477886
Intermediate Similarity	0.7305	NPC35345
Intermediate Similarity	0.7305	NPC231198
Intermediate Similarity	0.7303	NPC36437
Intermediate Similarity	0.7303	NPC233018
Intermediate Similarity	0.7303	NPC241341
Intermediate Similarity	0.7297	NPC112571
Intermediate Similarity	0.7297	NPC285725
Intermediate Similarity	0.7297	NPC50683
Intermediate Similarity	0.7292	NPC474565
Intermediate Similarity	0.7278	NPC469978
Intermediate Similarity	0.7273	NPC193528
Intermediate Similarity	0.7267	NPC48315
Intermediate Similarity	0.7267	NPC160193
Intermediate Similarity	0.726	NPC71579
Intermediate Similarity	0.726	NPC473411
Intermediate Similarity	0.726	NPC261661
Intermediate Similarity	0.726	NPC262253
Intermediate Similarity	0.7256	NPC190931
Intermediate Similarity	0.7255	NPC138365
Intermediate Similarity	0.7255	NPC475828
Intermediate Similarity	0.7255	NPC111635
Intermediate Similarity	0.7254	NPC268317
Intermediate Similarity	0.7248	NPC291847
Intermediate Similarity	0.7247	NPC475597
Intermediate Similarity	0.7247	NPC473716
Intermediate Similarity	0.7241	NPC199023
Intermediate Similarity	0.7237	NPC137669
Intermediate Similarity	0.7235	NPC75958
Intermediate Similarity	0.7232	NPC29531
Intermediate Similarity	0.7232	NPC208890
Intermediate Similarity	0.7222	NPC308217
Intermediate Similarity	0.7222	NPC119949
Intermediate Similarity	0.7222	NPC476579
Intermediate Similarity	0.7222	NPC119669
Intermediate Similarity	0.7222	NPC69670
Intermediate Similarity	0.7222	NPC15805
Intermediate Similarity	0.7219	NPC233961
Intermediate Similarity	0.7219	NPC280399
Intermediate Similarity	0.7219	NPC240722
Intermediate Similarity	0.7219	NPC339621
Intermediate Similarity	0.7219	NPC244799
Intermediate Similarity	0.7211	NPC282496
Intermediate Similarity	0.7211	NPC233526
Intermediate Similarity	0.7203	NPC304208
Intermediate Similarity	0.7203	NPC52464
Intermediate Similarity	0.7203	NPC280001
Intermediate Similarity	0.7203	NPC185738
Intermediate Similarity	0.7202	NPC180306
Intermediate Similarity	0.72	NPC82862
Intermediate Similarity	0.72	NPC474651
Intermediate Similarity	0.72	NPC102760
Intermediate Similarity	0.72	NPC210674
Intermediate Similarity	0.72	NPC474623
Intermediate Similarity	0.72	NPC222127
Intermediate Similarity	0.719	NPC29650
Intermediate Similarity	0.719	NPC36490
Intermediate Similarity	0.7181	NPC9891
Intermediate Similarity	0.7181	NPC88297
Intermediate Similarity	0.7181	NPC186845
Intermediate Similarity	0.717	NPC297342
Intermediate Similarity	0.7153	NPC63083
Intermediate Similarity	0.7153	NPC277460
Intermediate Similarity	0.7152	NPC470633
Intermediate Similarity	0.7152	NPC123127
Intermediate Similarity	0.7152	NPC27239
Intermediate Similarity	0.7152	NPC228769
Intermediate Similarity	0.7143	NPC309953
Intermediate Similarity	0.7143	NPC256167
Intermediate Similarity	0.7134	NPC210478
Intermediate Similarity	0.7134	NPC470708
Intermediate Similarity	0.7134	NPC474915
Intermediate Similarity	0.7134	NPC108957
Intermediate Similarity	0.7134	NPC14005
Intermediate Similarity	0.7134	NPC226941
Intermediate Similarity	0.7134	NPC328750
Intermediate Similarity	0.7134	NPC44642
Intermediate Similarity	0.7134	NPC213206
Intermediate Similarity	0.7134	NPC188163
Intermediate Similarity	0.7133	NPC473092
Intermediate Similarity	0.7133	NPC473093
Intermediate Similarity	0.7133	NPC8050
Intermediate Similarity	0.7124	NPC266425
Intermediate Similarity	0.7124	NPC319969
Intermediate Similarity	0.7122	NPC82016
Intermediate Similarity	0.7117	NPC8337
Intermediate Similarity	0.7117	NPC85747
Intermediate Similarity	0.7115	NPC20796
Intermediate Similarity	0.7114	NPC221077
Intermediate Similarity	0.7114	NPC475169
Intermediate Similarity	0.7114	NPC265483
Intermediate Similarity	0.7114	NPC298757
Intermediate Similarity	0.7114	NPC105925
Intermediate Similarity	0.7114	NPC472093
Intermediate Similarity	0.7114	NPC233410
Intermediate Similarity	0.7114	NPC57490
Intermediate Similarity	0.7114	NPC193544
Intermediate Similarity	0.7114	NPC82483
Intermediate Similarity	0.7114	NPC116907
Intermediate Similarity	0.7114	NPC117214
Intermediate Similarity	0.7114	NPC251855
Intermediate Similarity	0.7114	NPC203133
Intermediate Similarity	0.7114	NPC17943
Intermediate Similarity	0.7114	NPC208950
Intermediate Similarity	0.7114	NPC299584
Intermediate Similarity	0.7105	NPC307042
Intermediate Similarity	0.7105	NPC63574
Intermediate Similarity	0.7105	NPC476399
Intermediate Similarity	0.7105	NPC79184
Intermediate Similarity	0.7097	NPC416184
Intermediate Similarity	0.7097	NPC240915
Intermediate Similarity	0.7097	NPC7018
Intermediate Similarity	0.7097	NPC167944
Intermediate Similarity	0.7097	NPC42793
Intermediate Similarity	0.7097	NPC211386

Drug Structure

NPD5297 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 0.8660 -2.5000 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 -11.1090 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6090 1.7024 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4398 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6308 1.4945 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 -6.9282 -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 -6.0622 -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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 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 -0.0000 -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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 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 30 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 20 1 0 0 0 0 8 24 1 0 0 0 0 9 24 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 19 2 0 0 0 0 16 21 1 0 0 0 0 16 23 1 0 0 0 0 18 22 2 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 25 1 0 0 0 0 20 26 2 0 0 0 0 21 24 1 0 0 0 0 21 27 2 0 0 0 0 22 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	417.23
ALogP	-1.7589
MLogP	3
XLogP	0.701
HDA	5
HBD	0
Rotatable Bonds	12
TPSA	71.55
RO5 Violation	0