NPASS drugs

Drug Information

Drug ID:	NPD8396
Drug Name:
Molecular Formula:	C44H32N4O4
Canonical SMILES:	Oc1cccc(c1)C1=C2CCC(=N2)C(=c2ccc(=C(C3=NC(=C(c4[nH]c1cc4)c1cccc(c1)O)C=C3)c1cccc(c1)O)[nH]2)c1cccc(c1)O
Standard InCHI:	InChI=1S/C44H32N4O4/c49-29-9-1-5-25(21-29)41-33-13-15-35(45-33)42(26-6-2-10-30(50)22-26)37-17-19-39(47-37)44(28-8-4-12-32(52)24-28)40-20-18-38(48-40)43(36-16-14-34(41)46-36)27-7-3-11-31(51)23-27/h1-17,19,21-24,46-47,49-52H,18,20H2/b41-33-,41-34?,42-35?,42-37-,43-36?,43-38-,44-39-,44-40?
Standard InCHIKey:	LYPFDBRUNKHDGX-SOGSVHMOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8396

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	431
0.1-0.2	2115
0.2-0.3	10436
0.3-0.4	7581
0.4-0.5	7100
0.5-0.6	2001
0.6-0.7	1026
0.7-0.8	198
0.8-0.85	2
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	0.8041	NPC77555
Intermediate Similarity	0.8011	NPC88363
Intermediate Similarity	0.7917	NPC469497
Intermediate Similarity	0.7917	NPC106833
Intermediate Similarity	0.7902	NPC183407
Intermediate Similarity	0.7892	NPC474409
Intermediate Similarity	0.7871	NPC476116
Intermediate Similarity	0.7865	NPC128751
Intermediate Similarity	0.7865	NPC246700
Intermediate Similarity	0.7843	NPC294620
Intermediate Similarity	0.7835	NPC99666
Intermediate Similarity	0.7801	NPC94943
Intermediate Similarity	0.78	NPC223427
Intermediate Similarity	0.7799	NPC477532
Intermediate Similarity	0.7788	NPC473179
Intermediate Similarity	0.7778	NPC476041
Intermediate Similarity	0.7778	NPC304926
Intermediate Similarity	0.7761	NPC475070
Intermediate Similarity	0.7749	NPC190007
Intermediate Similarity	0.7746	NPC477607
Intermediate Similarity	0.7746	NPC477608
Intermediate Similarity	0.7725	NPC72980
Intermediate Similarity	0.7718	NPC477610
Intermediate Similarity	0.771	NPC209174
Intermediate Similarity	0.7696	NPC212535
Intermediate Similarity	0.7677	NPC153042
Intermediate Similarity	0.7674	NPC477531
Intermediate Similarity	0.7667	NPC132642
Intermediate Similarity	0.7664	NPC252251
Intermediate Similarity	0.765	NPC249040
Intermediate Similarity	0.765	NPC325976
Intermediate Similarity	0.7642	NPC130570
Intermediate Similarity	0.7642	NPC211416
Intermediate Similarity	0.7617	NPC314002
Intermediate Similarity	0.7617	NPC473189
Intermediate Similarity	0.7617	NPC470126
Intermediate Similarity	0.7604	NPC220765
Intermediate Similarity	0.7585	NPC94157
Intermediate Similarity	0.7581	NPC253580
Intermediate Similarity	0.7577	NPC171171
Intermediate Similarity	0.7576	NPC195314
Intermediate Similarity	0.7573	NPC199667
Intermediate Similarity	0.7573	NPC5145
Intermediate Similarity	0.7565	NPC204717
Intermediate Similarity	0.7538	NPC473177
Intermediate Similarity	0.7535	NPC473185
Intermediate Similarity	0.7535	NPC6215
Intermediate Similarity	0.7524	NPC473181
Intermediate Similarity	0.7512	NPC162748
Intermediate Similarity	0.7511	NPC477861
Intermediate Similarity	0.75	NPC70956
Intermediate Similarity	0.75	NPC243834
Intermediate Similarity	0.75	NPC473180
Intermediate Similarity	0.7488	NPC264285
Intermediate Similarity	0.7488	NPC202503
Intermediate Similarity	0.7487	NPC276517
Intermediate Similarity	0.7475	NPC324149
Intermediate Similarity	0.7465	NPC326363
Intermediate Similarity	0.7449	NPC46580
Intermediate Similarity	0.7426	NPC18487
Intermediate Similarity	0.7413	NPC156704
Intermediate Similarity	0.7406	NPC477609
Intermediate Similarity	0.7402	NPC291535
Intermediate Similarity	0.7402	NPC475112
Intermediate Similarity	0.7402	NPC475085
Intermediate Similarity	0.7396	NPC184964
Intermediate Similarity	0.7364	NPC473182
Intermediate Similarity	0.7352	NPC476451
Intermediate Similarity	0.7349	NPC16352
Intermediate Similarity	0.7343	NPC193777
Intermediate Similarity	0.7342	NPC15801
Intermediate Similarity	0.734	NPC128823
Intermediate Similarity	0.7336	NPC276657
Intermediate Similarity	0.7336	NPC477533
Intermediate Similarity	0.7333	NPC176127
Intermediate Similarity	0.7321	NPC81175
Intermediate Similarity	0.7318	NPC132329
Intermediate Similarity	0.7317	NPC199277
Intermediate Similarity	0.7317	NPC135887
Intermediate Similarity	0.7311	NPC74969
Intermediate Similarity	0.7306	NPC59269
Intermediate Similarity	0.7299	NPC478074
Intermediate Similarity	0.7297	NPC141353
Intermediate Similarity	0.7296	NPC472294
Intermediate Similarity	0.7291	NPC192315
Intermediate Similarity	0.7277	NPC287795
Intermediate Similarity	0.7265	NPC473183
Intermediate Similarity	0.7264	NPC329541
Intermediate Similarity	0.7264	NPC473178
Intermediate Similarity	0.7259	NPC15102
Intermediate Similarity	0.7255	NPC476167
Intermediate Similarity	0.7254	NPC56618
Intermediate Similarity	0.7252	NPC277351
Intermediate Similarity	0.7252	NPC473184
Intermediate Similarity	0.7251	NPC48353
Intermediate Similarity	0.7246	NPC470500
Intermediate Similarity	0.7238	NPC475422
Intermediate Similarity	0.7237	NPC471891
Intermediate Similarity	0.7236	NPC32771
Intermediate Similarity	0.7232	NPC41679
Intermediate Similarity	0.723	NPC85702
Intermediate Similarity	0.723	NPC469928
Intermediate Similarity	0.722	NPC473187
Intermediate Similarity	0.7217	NPC266931
Intermediate Similarity	0.7209	NPC213530
Intermediate Similarity	0.7209	NPC193267
Intermediate Similarity	0.7206	NPC195457
Intermediate Similarity	0.7206	NPC306376
Intermediate Similarity	0.7204	NPC9894
Intermediate Similarity	0.7198	NPC476098
Intermediate Similarity	0.7196	NPC159319
Intermediate Similarity	0.7195	NPC475253
Intermediate Similarity	0.7194	NPC314394
Intermediate Similarity	0.7192	NPC242209
Intermediate Similarity	0.7189	NPC280272
Intermediate Similarity	0.7186	NPC153400
Intermediate Similarity	0.7178	NPC307963
Intermediate Similarity	0.7163	NPC285558
Intermediate Similarity	0.7162	NPC207686
Intermediate Similarity	0.715	NPC259545
Intermediate Similarity	0.715	NPC193761
Intermediate Similarity	0.715	NPC242928
Intermediate Similarity	0.7149	NPC160898
Intermediate Similarity	0.7143	NPC478032
Intermediate Similarity	0.7143	NPC315214
Intermediate Similarity	0.7143	NPC87755
Intermediate Similarity	0.7143	NPC131017
Intermediate Similarity	0.7143	NPC47298
Intermediate Similarity	0.7143	NPC477111
Intermediate Similarity	0.7136	NPC213308
Intermediate Similarity	0.7136	NPC315491
Intermediate Similarity	0.7136	NPC329793
Intermediate Similarity	0.7136	NPC45459
Intermediate Similarity	0.7136	NPC471080
Intermediate Similarity	0.7136	NPC469592
Intermediate Similarity	0.7129	NPC476106
Intermediate Similarity	0.7128	NPC96890
Intermediate Similarity	0.7123	NPC82370
Intermediate Similarity	0.7122	NPC72211
Intermediate Similarity	0.7122	NPC131887
Intermediate Similarity	0.7121	NPC84478
Intermediate Similarity	0.7118	NPC178858
Intermediate Similarity	0.7115	NPC162484
Intermediate Similarity	0.7115	NPC475774
Intermediate Similarity	0.7112	NPC285469
Intermediate Similarity	0.7108	NPC70259
Intermediate Similarity	0.7108	NPC251090
Intermediate Similarity	0.7105	NPC476118
Intermediate Similarity	0.7105	NPC32028
Intermediate Similarity	0.7101	NPC267423
Intermediate Similarity	0.7095	NPC283117
Intermediate Similarity	0.7095	NPC270918
Intermediate Similarity	0.7092	NPC232340
Intermediate Similarity	0.7091	NPC214980
Intermediate Similarity	0.7089	NPC473493
Intermediate Similarity	0.7085	NPC476319
Intermediate Similarity	0.7083	NPC469594
Intermediate Similarity	0.7075	NPC187255
Intermediate Similarity	0.7073	NPC232130
Intermediate Similarity	0.7072	NPC60553
Intermediate Similarity	0.707	NPC170114
Intermediate Similarity	0.707	NPC330009
Intermediate Similarity	0.7064	NPC473317
Intermediate Similarity	0.7062	NPC471294
Intermediate Similarity	0.7062	NPC314957
Intermediate Similarity	0.7062	NPC475910
Intermediate Similarity	0.7061	NPC473312
Intermediate Similarity	0.7059	NPC326634
Intermediate Similarity	0.7059	NPC205934
Intermediate Similarity	0.7059	NPC43787
Intermediate Similarity	0.7056	NPC31700
Intermediate Similarity	0.7056	NPC198339
Intermediate Similarity	0.7053	NPC329747
Intermediate Similarity	0.7048	NPC477113
Intermediate Similarity	0.7047	NPC126481
Intermediate Similarity	0.7044	NPC280964
Intermediate Similarity	0.7044	NPC114335
Intermediate Similarity	0.7044	NPC141915
Intermediate Similarity	0.7042	NPC23294
Intermediate Similarity	0.7042	NPC208284
Intermediate Similarity	0.7042	NPC294375
Intermediate Similarity	0.7037	NPC135141
Intermediate Similarity	0.7037	NPC92796
Intermediate Similarity	0.7035	NPC28945
Intermediate Similarity	0.7035	NPC184225
Intermediate Similarity	0.703	NPC76748
Intermediate Similarity	0.7028	NPC209769
Intermediate Similarity	0.7028	NPC201697
Intermediate Similarity	0.7024	NPC472193
Intermediate Similarity	0.7023	NPC470549
Intermediate Similarity	0.702	NPC474798
Intermediate Similarity	0.7018	NPC477066
Intermediate Similarity	0.7014	NPC88008
Intermediate Similarity	0.7014	NPC24370
Intermediate Similarity	0.7014	NPC319232
Intermediate Similarity	0.7014	NPC214142
Intermediate Similarity	0.701	NPC106937
Intermediate Similarity	0.7009	NPC469554
Intermediate Similarity	0.7005	NPC472443
Intermediate Similarity	0.7004	NPC11408

Drug Structure

NPD8396 OpenBabel08211713022D 58 66 0 0 0 0 0 0 0 0999 V2000 -1.5028 -4.8725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6163 0.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5983 -0.9034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2437 3.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4867 -4.0202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8009 0.0938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8172 -1.2450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0713 2.3997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7728 -5.3127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2395 -0.2391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6930 -0.0562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3931 3.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2168 -2.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7371 -2.7562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7569 -2.2139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2776 -2.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7555 0.7397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2790 0.7378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2150 1.2797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7390 1.2783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0104 -4.0482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2318 -1.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2255 0.1079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3747 2.6982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7405 -3.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6087 -0.7367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1308 -0.7394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7379 2.1315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0265 -4.9005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0472 -1.0697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0066 0.4494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 3.5331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4783 -2.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0011 -2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3304 -1.4757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8519 -1.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3298 0.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8526 -0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4768 0.8533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 0.8526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7401 -2.7555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7562 -0.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2783 -0.7390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7382 1.2790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4779 -1.4761 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0007 -1.4768 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4772 0.0007 0.0000 N 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 0.7036 -5.3407 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6704 -1.6514 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1013 1.2967 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8392 4.0999 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5993 -0.8776 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8785 -0.5985 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6874 -6.1930 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4858 -1.4027 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8824 1.6382 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6668 4.9348 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 1 9 1 0 0 0 0 2 6 2 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 11 1 0 0 0 0 4 8 2 0 0 0 0 4 12 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 28 1 0 0 0 0 9 29 2 0 0 0 0 10 30 2 0 0 0 0 11 31 2 0 0 0 0 12 32 2 0 0 0 0 13 15 2 0 0 0 0 13 33 1 0 0 0 0 14 16 2 0 0 0 0 14 34 1 0 0 0 0 15 35 1 0 0 0 0 16 36 1 0 0 0 0 17 19 1 0 0 0 0 17 37 2 0 0 0 0 18 20 1 0 0 0 0 18 38 1 0 0 0 0 19 39 2 0 0 0 0 20 40 1 0 0 0 0 21 25 2 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 22 30 1 0 0 0 0 23 27 2 0 0 0 0 23 31 1 0 0 0 0 24 28 2 0 0 0 0 24 32 1 0 0 0 0 25 41 1 0 0 0 0 26 42 1 0 0 0 0 27 43 1 0 0 0 0 28 44 1 0 0 0 0 29 49 1 0 0 0 0 30 50 1 0 0 0 0 31 51 1 0 0 0 0 32 52 1 0 0 0 0 33 41 1 0 0 0 0 33 45 2 0 0 0 0 34 41 2 3 0 0 0 34 46 1 0 0 0 0 35 42 2 3 0 0 0 35 45 1 0 0 0 0 36 43 2 3 0 0 0 36 46 1 0 0 0 0 37 42 1 0 0 0 0 37 47 1 0 0 0 0 38 43 1 0 0 0 0 38 48 2 0 0 0 0 39 44 1 0 0 0 0 39 47 1 0 0 0 0 40 44 2 3 0 0 0 40 48 1 0 0 0 0 46 53 1 0 0 0 0 47 54 1 0 0 0 0 49 55 1 0 0 0 0 50 56 1 0 0 0 0 51 57 1 0 0 0 0 52 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001353
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60751
ChEBI
CAS Number

Drug Properties

Molecular Weight	680.24
ALogP	-1.703
MLogP	5.42
XLogP	9.766
HDA	4
HBD	6
Rotatable Bonds	8
TPSA	138.28
RO5 Violation	2