NPASS drugs

Drug Information

Drug ID:	NPD6452
Drug Name:	SR-27950
Molecular Formula:	C26H20N4O4
Canonical SMILES:	OC(=O)Cn1c(cc2c1cccc2)C(=N[C@H]1N=C(c2ccccc2)c2c(N=C1O)cccc2)O
Standard InCHI:	InChI=1S/C26H20N4O4/c31-22(32)15-30-20-13-7-4-10-17(20)14-21(30)25(33)29-24-26(34)27-19-12-6-5-11-18(19)23(28-24)16-8-2-1-3-9-16/h1-14,24H,15H2,(H,27,34)(H,29,33)(H,31,32)/t24-/m1/s1
Standard InCHIKey:	PLFPHUOYPHRXPW-XMMPIXPASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6452

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	256
0.1-0.2	1739
0.2-0.3	9923
0.3-0.4	11999
0.4-0.5	3511
0.5-0.6	1858
0.6-0.7	1394
0.7-0.8	209
0.8-0.85	1
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	0.815	NPC158129
Intermediate Similarity	0.7955	NPC469938
Intermediate Similarity	0.791	NPC134586
Intermediate Similarity	0.7882	NPC141353
Intermediate Similarity	0.7865	NPC211997
Intermediate Similarity	0.7819	NPC102008
Intermediate Similarity	0.7749	NPC57398
Intermediate Similarity	0.7614	NPC82370
Intermediate Similarity	0.7596	NPC143533
Intermediate Similarity	0.7543	NPC322644
Intermediate Similarity	0.7539	NPC474916
Intermediate Similarity	0.7487	NPC321708
Intermediate Similarity	0.7473	NPC217372
Intermediate Similarity	0.7473	NPC15573
Intermediate Similarity	0.7473	NPC183662
Intermediate Similarity	0.7433	NPC472323
Intermediate Similarity	0.7432	NPC283219
Intermediate Similarity	0.7432	NPC219336
Intermediate Similarity	0.743	NPC63751
Intermediate Similarity	0.7429	NPC129721
Intermediate Similarity	0.7419	NPC15102
Intermediate Similarity	0.7396	NPC141454
Intermediate Similarity	0.7385	NPC193761
Intermediate Similarity	0.7382	NPC289299
Intermediate Similarity	0.7382	NPC57994
Intermediate Similarity	0.7377	NPC59269
Intermediate Similarity	0.7377	NPC326575
Intermediate Similarity	0.7371	NPC285469
Intermediate Similarity	0.7345	NPC131718
Intermediate Similarity	0.7337	NPC133261
Intermediate Similarity	0.7337	NPC248041
Intermediate Similarity	0.7337	NPC126709
Intermediate Similarity	0.7333	NPC317430
Intermediate Similarity	0.7333	NPC471944
Intermediate Similarity	0.733	NPC473178
Intermediate Similarity	0.7322	NPC203754
Intermediate Similarity	0.7322	NPC150048
Intermediate Similarity	0.7322	NPC56618
Intermediate Similarity	0.7321	NPC33949
Intermediate Similarity	0.7297	NPC15840
Intermediate Similarity	0.7287	NPC94752
Intermediate Similarity	0.7283	NPC145885
Intermediate Similarity	0.7283	NPC14113
Intermediate Similarity	0.7283	NPC84827
Intermediate Similarity	0.7278	NPC160105
Intermediate Similarity	0.7273	NPC207851
Intermediate Similarity	0.7268	NPC149155
Intermediate Similarity	0.7268	NPC203468
Intermediate Similarity	0.7268	NPC212213
Intermediate Similarity	0.7268	NPC110500
Intermediate Similarity	0.7263	NPC476118
Intermediate Similarity	0.7259	NPC475774
Intermediate Similarity	0.7259	NPC476098
Intermediate Similarity	0.7258	NPC314394
Intermediate Similarity	0.7258	NPC113626
Intermediate Similarity	0.7247	NPC255229
Intermediate Similarity	0.7247	NPC81229
Intermediate Similarity	0.7243	NPC472443
Intermediate Similarity	0.7241	NPC478157
Intermediate Similarity	0.7235	NPC60553
Intermediate Similarity	0.7234	NPC62510
Intermediate Similarity	0.7228	NPC24594
Intermediate Similarity	0.7228	NPC472122
Intermediate Similarity	0.7228	NPC267885
Intermediate Similarity	0.7219	NPC159125
Intermediate Similarity	0.7219	NPC472104
Intermediate Similarity	0.7219	NPC48938
Intermediate Similarity	0.7216	NPC207726
Intermediate Similarity	0.7216	NPC156704
Intermediate Similarity	0.7213	NPC471294
Intermediate Similarity	0.7212	NPC229893
Intermediate Similarity	0.7207	NPC16667
Intermediate Similarity	0.7206	NPC36405
Intermediate Similarity	0.7204	NPC469896
Intermediate Similarity	0.7202	NPC276517
Intermediate Similarity	0.7196	NPC478077
Intermediate Similarity	0.7196	NPC235684
Intermediate Similarity	0.7189	NPC111275
Intermediate Similarity	0.7188	NPC99666
Intermediate Similarity	0.7184	NPC37548
Intermediate Similarity	0.7182	NPC474561
Intermediate Similarity	0.7182	NPC49954
Intermediate Similarity	0.7181	NPC470003
Intermediate Similarity	0.7181	NPC472119
Intermediate Similarity	0.7179	NPC306376
Intermediate Similarity	0.7174	NPC189812
Intermediate Similarity	0.7174	NPC329688
Intermediate Similarity	0.7173	NPC83111
Intermediate Similarity	0.7172	NPC165599
Intermediate Similarity	0.7171	NPC472285
Intermediate Similarity	0.7167	NPC102423
Intermediate Similarity	0.7166	NPC71037
Intermediate Similarity	0.7165	NPC472116
Intermediate Similarity	0.7163	NPC285343
Intermediate Similarity	0.7163	NPC28945
Intermediate Similarity	0.7151	NPC248462
Intermediate Similarity	0.7151	NPC279918
Intermediate Similarity	0.715	NPC323927
Intermediate Similarity	0.715	NPC263937
Intermediate Similarity	0.715	NPC244741
Intermediate Similarity	0.715	NPC94428
Intermediate Similarity	0.7143	NPC24370
Intermediate Similarity	0.7143	NPC328029
Intermediate Similarity	0.7143	NPC241024
Intermediate Similarity	0.7143	NPC319232
Intermediate Similarity	0.7143	NPC78020
Intermediate Similarity	0.7143	NPC75634
Intermediate Similarity	0.7143	NPC241025
Intermediate Similarity	0.7135	NPC121903
Intermediate Similarity	0.7135	NPC299594
Intermediate Similarity	0.7135	NPC473763
Intermediate Similarity	0.7135	NPC117244
Intermediate Similarity	0.7129	NPC5145
Intermediate Similarity	0.7128	NPC472444
Intermediate Similarity	0.7121	NPC211813
Intermediate Similarity	0.712	NPC175474
Intermediate Similarity	0.712	NPC314603
Intermediate Similarity	0.712	NPC213629
Intermediate Similarity	0.712	NPC474409
Intermediate Similarity	0.712	NPC34508
Intermediate Similarity	0.7115	NPC473317
Intermediate Similarity	0.7113	NPC195314
Intermediate Similarity	0.7112	NPC472105
Intermediate Similarity	0.7112	NPC187827
Intermediate Similarity	0.7112	NPC478032
Intermediate Similarity	0.7111	NPC282231
Intermediate Similarity	0.7107	NPC315491
Intermediate Similarity	0.7107	NPC45459
Intermediate Similarity	0.71	NPC475841
Intermediate Similarity	0.71	NPC474145
Intermediate Similarity	0.7098	NPC55493
Intermediate Similarity	0.7097	NPC64436
Intermediate Similarity	0.7097	NPC234987
Intermediate Similarity	0.7095	NPC135141
Intermediate Similarity	0.7095	NPC67056
Intermediate Similarity	0.7095	NPC92796
Intermediate Similarity	0.7095	NPC230869
Intermediate Similarity	0.7092	NPC470499
Intermediate Similarity	0.7092	NPC239954
Intermediate Similarity	0.7092	NPC472284
Intermediate Similarity	0.7092	NPC131887
Intermediate Similarity	0.7088	NPC41717
Intermediate Similarity	0.7086	NPC187951
Intermediate Similarity	0.7086	NPC288445
Intermediate Similarity	0.7085	NPC53144
Intermediate Similarity	0.7085	NPC200836
Intermediate Similarity	0.7083	NPC329858
Intermediate Similarity	0.7072	NPC194640
Intermediate Similarity	0.7068	NPC473177
Intermediate Similarity	0.7067	NPC132642
Intermediate Similarity	0.7065	NPC53344
Intermediate Similarity	0.7062	NPC25008
Intermediate Similarity	0.7062	NPC73952
Intermediate Similarity	0.7062	NPC469760
Intermediate Similarity	0.7062	NPC198673
Intermediate Similarity	0.7062	NPC214142
Intermediate Similarity	0.7062	NPC259644
Intermediate Similarity	0.7062	NPC469765
Intermediate Similarity	0.7062	NPC469763
Intermediate Similarity	0.7062	NPC469786
Intermediate Similarity	0.7059	NPC270009
Intermediate Similarity	0.7059	NPC72980
Intermediate Similarity	0.7059	NPC213468
Intermediate Similarity	0.7056	NPC293917
Intermediate Similarity	0.7053	NPC476319
Intermediate Similarity	0.7053	NPC473189
Intermediate Similarity	0.7052	NPC242556
Intermediate Similarity	0.705	NPC475070
Intermediate Similarity	0.7049	NPC44161
Intermediate Similarity	0.7041	NPC29702
Intermediate Similarity	0.7039	NPC212742
Intermediate Similarity	0.7039	NPC330009
Intermediate Similarity	0.7039	NPC469928
Intermediate Similarity	0.7039	NPC74969
Intermediate Similarity	0.7039	NPC469762
Intermediate Similarity	0.7037	NPC472110
Intermediate Similarity	0.7037	NPC472109
Intermediate Similarity	0.7037	NPC243058
Intermediate Similarity	0.7037	NPC19679
Intermediate Similarity	0.7035	NPC476874
Intermediate Similarity	0.7031	NPC221873
Intermediate Similarity	0.7028	NPC261251
Intermediate Similarity	0.7028	NPC304307
Intermediate Similarity	0.7028	NPC118559
Intermediate Similarity	0.7028	NPC34580
Intermediate Similarity	0.7028	NPC124920
Intermediate Similarity	0.7027	NPC313791
Intermediate Similarity	0.7027	NPC472123
Intermediate Similarity	0.7027	NPC477976
Intermediate Similarity	0.7023	NPC220852
Intermediate Similarity	0.7022	NPC212376
Intermediate Similarity	0.7022	NPC75540
Intermediate Similarity	0.7022	NPC70922
Intermediate Similarity	0.7022	NPC80597
Intermediate Similarity	0.7022	NPC470507
Intermediate Similarity	0.7022	NPC211572
Intermediate Similarity	0.7022	NPC38736
Intermediate Similarity	0.7021	NPC91179
Intermediate Similarity	0.7018	NPC104483
Intermediate Similarity	0.7016	NPC171171

Drug Structure

NPD6452 OpenBabel08211710072D 37 41 0 0 1 0 0 0 0 0999 V2000 -0.6676 5.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4006 4.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2880 4.8770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1797 1.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5139 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1797 2.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 3.5167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5105 3.9021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3137 0.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6479 2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6479 0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3137 2.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4966 1.1805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1876 3.7496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2225 3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4477 1.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7818 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7818 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4477 2.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9088 1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8567 4.4927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4088 1.1235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9088 1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 0.2225 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 0.9749 2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4088 1.1235 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4966 2.7985 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5477 5.4438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8349 4.2848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4088 2.8555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5984 -0.5593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5040 5.0280 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9088 3.7216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2331 -1.4902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 7 2 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 18 2 0 0 0 0 12 19 2 0 0 0 0 13 20 2 0 0 0 0 14 17 1 0 0 0 0 14 21 2 0 0 0 0 15 22 1 0 0 0 0 15 30 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 23 1 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 21 30 1 0 0 0 0 22 31 2 0 0 0 0 22 32 1 0 0 0 0 23 28 2 0 0 0 0 24 26 1 0 0 0 0 24 28 1 0 0 0 0 24 29 1 6 0 0 0 25 29 2 3 0 0 0 25 33 1 0 0 0 0 26 27 2 0 0 0 0 26 34 1 0 0 0 0 32 35 1 0 0 0 0 33 36 1 0 0 0 0 34 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016655
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.15
ALogP	-0.5596
MLogP	3.44
XLogP	6.62
HDA	8
HBD	3
Rotatable Bonds	8
TPSA	119.77
RO5 Violation	1