NPASS drugs

Drug Information

Drug ID:	NPD1643
Drug Name:	Apaziquone
Molecular Formula:	C15H16N2O4
Canonical SMILES:	OC/C=C/c1n(C)c2c(c1CO)C(=O)C(=CC2=O)N1CC1
Standard InCHI:	InChI=1S/C15H16N2O4/c1-16-10(3-2-6-18)9(8-19)13-14(16)12(20)7-11(15(13)21)17-4-5-17/h2-3,7,18-19H,4-6,8H2,1H3/b3-2+
Standard InCHIKey:	MXPOCMVWFLDDLZ-NSCUHMNNSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1643

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	184
0.1-0.2	1728
0.2-0.3	7428
0.3-0.4	13797
0.4-0.5	4909
0.5-0.6	2067
0.6-0.7	742
0.7-0.8	35
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	0.7812	NPC313280
Intermediate Similarity	0.7609	NPC241025
Intermediate Similarity	0.7539	NPC472284
Intermediate Similarity	0.75	NPC114974
Intermediate Similarity	0.7487	NPC75544
Intermediate Similarity	0.7444	NPC273532
Intermediate Similarity	0.7419	NPC295158
Intermediate Similarity	0.736	NPC472286
Intermediate Similarity	0.736	NPC472287
Intermediate Similarity	0.7326	NPC311282
Intermediate Similarity	0.732	NPC103361
Intermediate Similarity	0.7292	NPC135950
Intermediate Similarity	0.7292	NPC93390
Intermediate Similarity	0.7219	NPC159125
Intermediate Similarity	0.7216	NPC473814
Intermediate Similarity	0.7216	NPC78767
Intermediate Similarity	0.72	NPC470679
Intermediate Similarity	0.72	NPC217021
Intermediate Similarity	0.7173	NPC469489
Intermediate Similarity	0.7165	NPC109922
Intermediate Similarity	0.7165	NPC292361
Intermediate Similarity	0.7158	NPC302647
Intermediate Similarity	0.7158	NPC249614
Intermediate Similarity	0.7126	NPC100726
Intermediate Similarity	0.709	NPC207851
Intermediate Similarity	0.7087	NPC472285
Intermediate Similarity	0.7086	NPC123906
Intermediate Similarity	0.7068	NPC206186
Intermediate Similarity	0.7062	NPC251391
Intermediate Similarity	0.7056	NPC474767
Intermediate Similarity	0.7049	NPC470894
Intermediate Similarity	0.7045	NPC473878
Intermediate Similarity	0.7031	NPC221873
Intermediate Similarity	0.7022	NPC263455
Intermediate Similarity	0.7021	NPC317010
Remote Similarity	0.6995	NPC41717
Remote Similarity	0.6995	NPC154339
Remote Similarity	0.6979	NPC472323
Remote Similarity	0.6974	NPC267343
Remote Similarity	0.6974	NPC473821
Remote Similarity	0.697	NPC123395
Remote Similarity	0.6968	NPC67659
Remote Similarity	0.6966	NPC312860
Remote Similarity	0.6954	NPC74153
Remote Similarity	0.695	NPC57398
Remote Similarity	0.6949	NPC313889
Remote Similarity	0.6935	NPC191310
Remote Similarity	0.6931	NPC15840
Remote Similarity	0.6927	NPC209362
Remote Similarity	0.6919	NPC102008
Remote Similarity	0.691	NPC70406
Remote Similarity	0.69	NPC471944
Remote Similarity	0.6895	NPC113626
Remote Similarity	0.6893	NPC13432
Remote Similarity	0.6891	NPC278434
Remote Similarity	0.6881	NPC314648
Remote Similarity	0.6875	NPC282103
Remote Similarity	0.6868	NPC100104
Remote Similarity	0.6868	NPC470680
Remote Similarity	0.6866	NPC328596
Remote Similarity	0.6866	NPC328318
Remote Similarity	0.6856	NPC209917
Remote Similarity	0.6851	NPC213914
Remote Similarity	0.6842	NPC52831
Remote Similarity	0.6842	NPC325705
Remote Similarity	0.6839	NPC90415
Remote Similarity	0.6834	NPC248782
Remote Similarity	0.6832	NPC165599
Remote Similarity	0.6825	NPC14686
Remote Similarity	0.6823	NPC46895
Remote Similarity	0.6818	NPC167400
Remote Similarity	0.6818	NPC472116
Remote Similarity	0.6814	NPC244741
Remote Similarity	0.6814	NPC53344
Remote Similarity	0.6812	NPC219087
Remote Similarity	0.6802	NPC192306
Remote Similarity	0.6802	NPC472288
Remote Similarity	0.6798	NPC472259
Remote Similarity	0.6777	NPC269270
Remote Similarity	0.6765	NPC313345
Remote Similarity	0.6765	NPC313796
Remote Similarity	0.6765	NPC315638
Remote Similarity	0.6765	NPC314855
Remote Similarity	0.6761	NPC159630
Remote Similarity	0.6761	NPC230085
Remote Similarity	0.676	NPC471655
Remote Similarity	0.6757	NPC115232
Remote Similarity	0.6754	NPC61011
Remote Similarity	0.6751	NPC67551
Remote Similarity	0.675	NPC317672
Remote Similarity	0.675	NPC474916
Remote Similarity	0.6742	NPC105811
Remote Similarity	0.6736	NPC285923
Remote Similarity	0.6736	NPC203635
Remote Similarity	0.6734	NPC472293
Remote Similarity	0.6733	NPC98864
Remote Similarity	0.6732	NPC314297
Remote Similarity	0.6732	NPC315545
Remote Similarity	0.6731	NPC110182
Remote Similarity	0.6721	NPC474492
Remote Similarity	0.6717	NPC81802
Remote Similarity	0.6717	NPC472210
Remote Similarity	0.6717	NPC247735
Remote Similarity	0.6717	NPC472295
Remote Similarity	0.6717	NPC269886
Remote Similarity	0.6716	NPC81535
Remote Similarity	0.6716	NPC472296
Remote Similarity	0.6716	NPC12944
Remote Similarity	0.6716	NPC25442
Remote Similarity	0.6716	NPC472297
Remote Similarity	0.6704	NPC102664
Remote Similarity	0.6702	NPC256268
Remote Similarity	0.6702	NPC158129
Remote Similarity	0.6701	NPC138370
Remote Similarity	0.67	NPC329024
Remote Similarity	0.6699	NPC171787
Remote Similarity	0.6699	NPC89508
Remote Similarity	0.6685	NPC107287
Remote Similarity	0.6684	NPC243058
Remote Similarity	0.6683	NPC202812
Remote Similarity	0.6683	NPC220337
Remote Similarity	0.6683	NPC317373
Remote Similarity	0.6682	NPC312645
Remote Similarity	0.6667	NPC276657
Remote Similarity	0.6667	NPC118084
Remote Similarity	0.665	NPC328559
Remote Similarity	0.665	NPC32451
Remote Similarity	0.665	NPC156044
Remote Similarity	0.665	NPC155792
Remote Similarity	0.665	NPC183777
Remote Similarity	0.6649	NPC234987
Remote Similarity	0.6649	NPC219848
Remote Similarity	0.6649	NPC258480
Remote Similarity	0.6649	NPC83774
Remote Similarity	0.6635	NPC322064
Remote Similarity	0.6635	NPC124086
Remote Similarity	0.6635	NPC314834
Remote Similarity	0.6634	NPC327592
Remote Similarity	0.6633	NPC36498
Remote Similarity	0.6631	NPC114637
Remote Similarity	0.663	NPC109158
Remote Similarity	0.6629	NPC467188
Remote Similarity	0.6629	NPC85443
Remote Similarity	0.6619	NPC472291
Remote Similarity	0.6617	NPC141454
Remote Similarity	0.6615	NPC476423
Remote Similarity	0.6604	NPC246658
Remote Similarity	0.6597	NPC476419
Remote Similarity	0.6596	NPC70949
Remote Similarity	0.6595	NPC322644
Remote Similarity	0.6595	NPC27904
Remote Similarity	0.6592	NPC302159
Remote Similarity	0.6587	NPC472752
Remote Similarity	0.6585	NPC134848
Remote Similarity	0.6584	NPC59033
Remote Similarity	0.6584	NPC149708
Remote Similarity	0.6584	NPC324245
Remote Similarity	0.6584	NPC320748
Remote Similarity	0.6583	NPC472292
Remote Similarity	0.658	NPC73994
Remote Similarity	0.658	NPC471997
Remote Similarity	0.6578	NPC233380
Remote Similarity	0.6574	NPC229893
Remote Similarity	0.6571	NPC111732
Remote Similarity	0.6571	NPC12344
Remote Similarity	0.657	NPC270918
Remote Similarity	0.6566	NPC83111
Remote Similarity	0.6559	NPC242116
Remote Similarity	0.6557	NPC85702
Remote Similarity	0.6556	NPC112741
Remote Similarity	0.6553	NPC477043
Remote Similarity	0.6553	NPC132539
Remote Similarity	0.6545	NPC469529
Remote Similarity	0.6544	NPC476818
Remote Similarity	0.6544	NPC475137
Remote Similarity	0.6544	NPC475498
Remote Similarity	0.6542	NPC74360
Remote Similarity	0.6541	NPC113812
Remote Similarity	0.654	NPC317752
Remote Similarity	0.6535	NPC106824
Remote Similarity	0.6532	NPC475426
Remote Similarity	0.6528	NPC164340
Remote Similarity	0.6524	NPC146418
Remote Similarity	0.652	NPC79223
Remote Similarity	0.652	NPC121327
Remote Similarity	0.6515	NPC183805
Remote Similarity	0.6515	NPC44354
Remote Similarity	0.6514	NPC473506
Remote Similarity	0.651	NPC84347
Remote Similarity	0.6509	NPC190401
Remote Similarity	0.6509	NPC239763
Remote Similarity	0.6507	NPC472070
Remote Similarity	0.6505	NPC138562
Remote Similarity	0.6502	NPC477044
Remote Similarity	0.6502	NPC477549
Remote Similarity	0.6502	NPC477041
Remote Similarity	0.65	NPC56170
Remote Similarity	0.6498	NPC76565
Remote Similarity	0.6497	NPC194040
Remote Similarity	0.6497	NPC66210

Drug Structure

NPD1643 OpenBabel08211701082D 23 25 0 0 0 0 0 0 0 0999 V2000 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0491 -2.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 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 3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.9230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.9230 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -3.7281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 17 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 19 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 20 2 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 21 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000437; DNCL003767
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5813717
ChEBI
CAS Number

Drug Properties

Molecular Weight	288.11
ALogP	-0.891
MLogP	2.45
XLogP	-0.371
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	82.54
RO5 Violation	0