NPASS drugs

Drug Information

Drug ID:	NPD6550
Drug Name:	A-93178
Molecular Formula:	C26H28N2O4
Canonical SMILES:	[O-]C(=O)/C(=N/O[C@H](c1ccc(cc1)OCc1ccc2c(n1)cccc2)C1CCCCC1)/C
Standard InCHI:	InChI=1S/C26H28N2O4/c1-18(26(29)30)28-32-25(20-8-3-2-4-9-20)21-12-15-23(16-13-21)31-17-22-14-11-19-7-5-6-10-24(19)27-22/h5-7,10-16,20,25H,2-4,8-9,17H2,1H3,(H,29,30)/p-1/b28-18+/t25-/m0/s1
Standard InCHIKey:	USBHSZPRMPADOE-QMFOPCRCSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6550

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	264
0.1-0.2	1340
0.2-0.3	6022
0.3-0.4	6610
0.4-0.5	7887
0.5-0.6	7361
0.6-0.7	1202
0.7-0.8	200
0.8-0.85	4
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	0.8177	NPC312872
Intermediate Similarity	0.8171	NPC26850
Intermediate Similarity	0.8093	NPC470586
Intermediate Similarity	0.8	NPC26872
Intermediate Similarity	0.7989	NPC118511
Intermediate Similarity	0.7884	NPC204385
Intermediate Similarity	0.7872	NPC320394
Intermediate Similarity	0.7861	NPC206201
Intermediate Similarity	0.7833	NPC177404
Intermediate Similarity	0.7796	NPC283152
Intermediate Similarity	0.7778	NPC62069
Intermediate Similarity	0.7732	NPC279401
Intermediate Similarity	0.7732	NPC79293
Intermediate Similarity	0.7732	NPC475190
Intermediate Similarity	0.77	NPC165349
Intermediate Similarity	0.77	NPC264166
Intermediate Similarity	0.77	NPC118832
Intermediate Similarity	0.77	NPC329708
Intermediate Similarity	0.77	NPC274291
Intermediate Similarity	0.77	NPC47059
Intermediate Similarity	0.763	NPC21638
Intermediate Similarity	0.7617	NPC476999
Intermediate Similarity	0.7612	NPC137929
Intermediate Similarity	0.7612	NPC164374
Intermediate Similarity	0.7588	NPC11017
Intermediate Similarity	0.7566	NPC472168
Intermediate Similarity	0.7553	NPC288943
Intermediate Similarity	0.7512	NPC219664
Intermediate Similarity	0.75	NPC470931
Intermediate Similarity	0.7488	NPC472111
Intermediate Similarity	0.7487	NPC72211
Intermediate Similarity	0.7487	NPC118776
Intermediate Similarity	0.7474	NPC66083
Intermediate Similarity	0.7465	NPC473449
Intermediate Similarity	0.7463	NPC267423
Intermediate Similarity	0.7461	NPC42591
Intermediate Similarity	0.7449	NPC469390
Intermediate Similarity	0.744	NPC264176
Intermediate Similarity	0.744	NPC472098
Intermediate Similarity	0.744	NPC203168
Intermediate Similarity	0.7437	NPC267928
Intermediate Similarity	0.7427	NPC199667
Intermediate Similarity	0.7426	NPC66815
Intermediate Similarity	0.7415	NPC470280
Intermediate Similarity	0.7404	NPC476287
Intermediate Similarity	0.7389	NPC469440
Intermediate Similarity	0.7387	NPC70259
Intermediate Similarity	0.7379	NPC473181
Intermediate Similarity	0.7374	NPC230403
Intermediate Similarity	0.7373	NPC474688
Intermediate Similarity	0.7364	NPC476995
Intermediate Similarity	0.7353	NPC470930
Intermediate Similarity	0.7347	NPC242928
Intermediate Similarity	0.7346	NPC473041
Intermediate Similarity	0.7344	NPC222592
Intermediate Similarity	0.7344	NPC168486
Intermediate Similarity	0.7337	NPC205934
Intermediate Similarity	0.7337	NPC43787
Intermediate Similarity	0.7327	NPC329747
Intermediate Similarity	0.7323	NPC195268
Intermediate Similarity	0.7323	NPC133140
Intermediate Similarity	0.7323	NPC141915
Intermediate Similarity	0.7323	NPC114335
Intermediate Similarity	0.7323	NPC280964
Intermediate Similarity	0.7317	NPC476106
Intermediate Similarity	0.7309	NPC124300
Intermediate Similarity	0.7306	NPC473105
Intermediate Similarity	0.7306	NPC474798
Intermediate Similarity	0.7304	NPC162484
Intermediate Similarity	0.7304	NPC223427
Intermediate Similarity	0.7295	NPC469589
Intermediate Similarity	0.7291	NPC476044
Intermediate Similarity	0.7287	NPC44161
Intermediate Similarity	0.7282	NPC193238
Intermediate Similarity	0.7281	NPC476997
Intermediate Similarity	0.7277	NPC56618
Intermediate Similarity	0.7277	NPC4071
Intermediate Similarity	0.7277	NPC476578
Intermediate Similarity	0.7277	NPC280714
Intermediate Similarity	0.7277	NPC476582
Intermediate Similarity	0.7277	NPC472099
Intermediate Similarity	0.7277	NPC291609
Intermediate Similarity	0.7268	NPC285558
Intermediate Similarity	0.7264	NPC469594
Intermediate Similarity	0.726	NPC470020
Intermediate Similarity	0.726	NPC290689
Intermediate Similarity	0.726	NPC475720
Intermediate Similarity	0.726	NPC474192
Intermediate Similarity	0.7259	NPC110741
Intermediate Similarity	0.7255	NPC475085
Intermediate Similarity	0.7255	NPC291535
Intermediate Similarity	0.7255	NPC475112
Intermediate Similarity	0.7251	NPC148183
Intermediate Similarity	0.7251	NPC152768
Intermediate Similarity	0.7248	NPC476998
Intermediate Similarity	0.7248	NPC476996
Intermediate Similarity	0.7245	NPC194040
Intermediate Similarity	0.7245	NPC61350
Intermediate Similarity	0.7231	NPC84478
Intermediate Similarity	0.723	NPC298436
Intermediate Similarity	0.722	NPC317572
Intermediate Similarity	0.722	NPC475774
Intermediate Similarity	0.7214	NPC473053
Intermediate Similarity	0.7212	NPC310618
Intermediate Similarity	0.7209	NPC144452
Intermediate Similarity	0.7202	NPC476994
Intermediate Similarity	0.7198	NPC4687
Intermediate Similarity	0.7196	NPC128115
Intermediate Similarity	0.7192	NPC128823
Intermediate Similarity	0.719	NPC94157
Intermediate Similarity	0.719	NPC473180
Intermediate Similarity	0.719	NPC26679
Intermediate Similarity	0.7188	NPC475844
Intermediate Similarity	0.7188	NPC84347
Intermediate Similarity	0.7184	NPC36229
Intermediate Similarity	0.7184	NPC476581
Intermediate Similarity	0.7184	NPC16452
Intermediate Similarity	0.7183	NPC96321
Intermediate Similarity	0.7178	NPC243834
Intermediate Similarity	0.7178	NPC70956
Intermediate Similarity	0.7177	NPC471304
Intermediate Similarity	0.7171	NPC295898
Intermediate Similarity	0.717	NPC288349
Intermediate Similarity	0.7165	NPC478032
Intermediate Similarity	0.7163	NPC287208
Intermediate Similarity	0.7163	NPC475910
Intermediate Similarity	0.7157	NPC234197
Intermediate Similarity	0.7156	NPC471080
Intermediate Similarity	0.7156	NPC469592
Intermediate Similarity	0.7156	NPC39500
Intermediate Similarity	0.715	NPC473179
Intermediate Similarity	0.7149	NPC329631
Intermediate Similarity	0.7143	NPC146418
Intermediate Similarity	0.7143	NPC472435
Intermediate Similarity	0.7129	NPC201697
Intermediate Similarity	0.7123	NPC274640
Intermediate Similarity	0.7116	NPC225279
Intermediate Similarity	0.7116	NPC477533
Intermediate Similarity	0.7115	NPC313189
Intermediate Similarity	0.7111	NPC99891
Intermediate Similarity	0.711	NPC470018
Intermediate Similarity	0.711	NPC200888
Intermediate Similarity	0.7104	NPC49547
Intermediate Similarity	0.7104	NPC469554
Intermediate Similarity	0.7095	NPC269367
Intermediate Similarity	0.7093	NPC472434
Intermediate Similarity	0.7092	NPC176127
Intermediate Similarity	0.7089	NPC74969
Intermediate Similarity	0.7085	NPC470017
Intermediate Similarity	0.7083	NPC198503
Intermediate Similarity	0.7083	NPC477532
Intermediate Similarity	0.7083	NPC280799
Intermediate Similarity	0.7081	NPC308392
Intermediate Similarity	0.7079	NPC131017
Intermediate Similarity	0.7078	NPC74575
Intermediate Similarity	0.7075	NPC74562
Intermediate Similarity	0.7075	NPC151781
Intermediate Similarity	0.7075	NPC316181
Intermediate Similarity	0.7073	NPC19872
Intermediate Similarity	0.7073	NPC329793
Intermediate Similarity	0.7072	NPC141053
Intermediate Similarity	0.7067	NPC304183
Intermediate Similarity	0.7067	NPC300156
Intermediate Similarity	0.7067	NPC475816
Intermediate Similarity	0.7064	NPC97746
Intermediate Similarity	0.7062	NPC211997
Intermediate Similarity	0.7062	NPC87413
Intermediate Similarity	0.7062	NPC187501
Intermediate Similarity	0.7059	NPC475253
Intermediate Similarity	0.7056	NPC169402
Intermediate Similarity	0.7054	NPC470022
Intermediate Similarity	0.7053	NPC476138
Intermediate Similarity	0.7053	NPC245816
Intermediate Similarity	0.7053	NPC314861
Intermediate Similarity	0.7051	NPC284685
Intermediate Similarity	0.7051	NPC216612
Intermediate Similarity	0.7051	NPC472436
Intermediate Similarity	0.7048	NPC185782
Intermediate Similarity	0.7048	NPC209769
Intermediate Similarity	0.7048	NPC174758
Intermediate Similarity	0.7041	NPC470474
Intermediate Similarity	0.7039	NPC31930
Intermediate Similarity	0.7037	NPC469439
Intermediate Similarity	0.7037	NPC132642
Intermediate Similarity	0.7035	NPC473177
Intermediate Similarity	0.7033	NPC474595
Intermediate Similarity	0.7033	NPC249583
Intermediate Similarity	0.7028	NPC202768
Intermediate Similarity	0.7028	NPC53069
Intermediate Similarity	0.7028	NPC296482
Intermediate Similarity	0.7027	NPC101543
Intermediate Similarity	0.7024	NPC18487
Intermediate Similarity	0.7023	NPC184408
Intermediate Similarity	0.7021	NPC191489
Intermediate Similarity	0.702	NPC473189
Intermediate Similarity	0.7019	NPC470500
Intermediate Similarity	0.7016	NPC1527
Intermediate Similarity	0.7014	NPC188420
Intermediate Similarity	0.7014	NPC167860
Intermediate Similarity	0.7014	NPC123976

Drug Structure

NPD6550 OpenBabel08211710072D 32 35 0 0 1 0 0 0 0 0999 V2000 -5.1962 6.0000 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 -7.7942 2.5000 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 2.5981 -1.5000 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 1.7321 -2.0000 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 -6.0622 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 0.0000 -2.0000 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 -4.3301 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 -2.5981 2.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -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 -5.1962 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 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 -6.0622 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 5.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 19 2 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 24 2 0 0 0 0 11 14 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 21 2 0 0 0 0 13 16 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 17 31 1 0 0 0 0 18 26 1 0 0 0 0 18 28 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 22 27 2 0 0 0 0 23 31 1 0 0 0 0 24 27 1 0 0 0 0 25 32 1 6 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 28 32 1 0 0 0 0 M CHG 1 30 -1 M END $$$$

External Identifiers

TTD	DIB015094
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	431.20
ALogP	-2.0192
MLogP	3.66
XLogP	7.136
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	83.84
RO5 Violation	1