NPASS drugs

Drug Information

Drug ID:	NPD6985
Drug Name:	BDF-9148
Molecular Formula:	C28H27N3O3
Canonical SMILES:	N#Cc1[nH]c2c(c1)c(OC[C@H](COC1CN(C1)C(c1ccccc1)c1ccccc1)O)ccc2
Standard InCHI:	InChI=1S/C28H27N3O3/c29-15-22-14-25-26(30-22)12-7-13-27(25)34-19-23(32)18-33-24-16-31(17-24)28(20-8-3-1-4-9-20)21-10-5-2-6-11-21/h1-14,23-24,28,30,32H,16-19H2/t23-/m0/s1
Standard InCHIKey:	KQQFGABYYXEKDM-QHCPKHFHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6985

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	384
0.1-0.2	2377
0.2-0.3	10110
0.3-0.4	4600
0.4-0.5	9779
0.5-0.6	2357
0.6-0.7	1061
0.7-0.8	216
0.8-0.85	6
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	0.8278	NPC469592
Intermediate Similarity	0.8278	NPC471080
Intermediate Similarity	0.8122	NPC469594
Intermediate Similarity	0.8116	NPC476106
Intermediate Similarity	0.8039	NPC72211
Intermediate Similarity	0.803	NPC13880
Intermediate Similarity	0.7971	NPC475112
Intermediate Similarity	0.7971	NPC475085
Intermediate Similarity	0.7971	NPC291535
Intermediate Similarity	0.7952	NPC475910
Intermediate Similarity	0.7944	NPC170114
Intermediate Similarity	0.7941	NPC70259
Intermediate Similarity	0.7933	NPC162484
Intermediate Similarity	0.7909	NPC473185
Intermediate Similarity	0.7902	NPC70956
Intermediate Similarity	0.7902	NPC243834
Intermediate Similarity	0.7897	NPC470549
Intermediate Similarity	0.7892	NPC205934
Intermediate Similarity	0.7892	NPC43787
Intermediate Similarity	0.7883	NPC475253
Intermediate Similarity	0.7877	NPC11464
Intermediate Similarity	0.7874	NPC329747
Intermediate Similarity	0.7867	NPC473183
Intermediate Similarity	0.783	NPC469589
Intermediate Similarity	0.78	NPC84478
Intermediate Similarity	0.7798	NPC132642
Intermediate Similarity	0.7798	NPC477533
Intermediate Similarity	0.7778	NPC473184
Intermediate Similarity	0.7763	NPC477532
Intermediate Similarity	0.7752	NPC473179
Intermediate Similarity	0.7751	NPC267423
Intermediate Similarity	0.7725	NPC470930
Intermediate Similarity	0.7725	NPC285558
Intermediate Similarity	0.7721	NPC48353
Intermediate Similarity	0.7721	NPC94157
Intermediate Similarity	0.7718	NPC131017
Intermediate Similarity	0.7714	NPC199277
Intermediate Similarity	0.7714	NPC135887
Intermediate Similarity	0.7696	NPC152768
Intermediate Similarity	0.7696	NPC148183
Intermediate Similarity	0.7696	NPC288349
Intermediate Similarity	0.7667	NPC476044
Intermediate Similarity	0.7665	NPC474409
Intermediate Similarity	0.7664	NPC201697
Intermediate Similarity	0.7653	NPC193777
Intermediate Similarity	0.7632	NPC184680
Intermediate Similarity	0.7623	NPC227908
Intermediate Similarity	0.7604	NPC478074
Intermediate Similarity	0.7598	NPC470785
Intermediate Similarity	0.7589	NPC110151
Intermediate Similarity	0.7585	NPC279401
Intermediate Similarity	0.7585	NPC79293
Intermediate Similarity	0.7581	NPC209769
Intermediate Similarity	0.7577	NPC473182
Intermediate Similarity	0.7574	NPC176127
Intermediate Similarity	0.7571	NPC128823
Intermediate Similarity	0.7557	NPC86078
Intermediate Similarity	0.7556	NPC252251
Intermediate Similarity	0.7545	NPC303658
Intermediate Similarity	0.7536	NPC329793
Intermediate Similarity	0.7523	NPC472111
Intermediate Similarity	0.7522	NPC470784
Intermediate Similarity	0.7512	NPC223427
Intermediate Similarity	0.7512	NPC251090
Intermediate Similarity	0.7511	NPC213530
Intermediate Similarity	0.7511	NPC193267
Intermediate Similarity	0.75	NPC307963
Intermediate Similarity	0.7489	NPC477531
Intermediate Similarity	0.7477	NPC316981
Intermediate Similarity	0.7465	NPC123976
Intermediate Similarity	0.7465	NPC167860
Intermediate Similarity	0.7453	NPC121772
Intermediate Similarity	0.7445	NPC209174
Intermediate Similarity	0.7444	NPC310118
Intermediate Similarity	0.7443	NPC266931
Intermediate Similarity	0.7418	NPC232727
Intermediate Similarity	0.7415	NPC94943
Intermediate Similarity	0.7411	NPC280272
Intermediate Similarity	0.7404	NPC92111
Intermediate Similarity	0.7401	NPC314954
Intermediate Similarity	0.7397	NPC473180
Intermediate Similarity	0.7391	NPC242928
Intermediate Similarity	0.7387	NPC473041
Intermediate Similarity	0.7385	NPC471304
Intermediate Similarity	0.7385	NPC5145
Intermediate Similarity	0.7376	NPC283152
Intermediate Similarity	0.7373	NPC470931
Intermediate Similarity	0.7371	NPC19872
Intermediate Similarity	0.7371	NPC249040
Intermediate Similarity	0.7366	NPC190007
Intermediate Similarity	0.7366	NPC198503
Intermediate Similarity	0.7356	NPC76748
Intermediate Similarity	0.7342	NPC305984
Intermediate Similarity	0.734	NPC72980
Intermediate Similarity	0.7333	NPC106937
Intermediate Similarity	0.7321	NPC128115
Intermediate Similarity	0.7317	NPC212535
Intermediate Similarity	0.7316	NPC277351
Intermediate Similarity	0.7308	NPC296527
Intermediate Similarity	0.7306	NPC199667
Intermediate Similarity	0.7304	NPC469554
Intermediate Similarity	0.729	NPC11017
Intermediate Similarity	0.7273	NPC473105
Intermediate Similarity	0.7273	NPC208284
Intermediate Similarity	0.7269	NPC475774
Intermediate Similarity	0.7269	NPC21638
Intermediate Similarity	0.7268	NPC474798
Intermediate Similarity	0.726	NPC46580
Intermediate Similarity	0.726	NPC473181
Intermediate Similarity	0.7251	NPC475190
Intermediate Similarity	0.7249	NPC476997
Intermediate Similarity	0.7249	NPC194740
Intermediate Similarity	0.7245	NPC26850
Intermediate Similarity	0.7244	NPC150239
Intermediate Similarity	0.7243	NPC18487
Intermediate Similarity	0.724	NPC26679
Intermediate Similarity	0.724	NPC203168
Intermediate Similarity	0.7232	NPC96321
Intermediate Similarity	0.723	NPC153042
Intermediate Similarity	0.7229	NPC475720
Intermediate Similarity	0.7229	NPC474192
Intermediate Similarity	0.7227	NPC219664
Intermediate Similarity	0.7217	NPC476996
Intermediate Similarity	0.7217	NPC476998
Intermediate Similarity	0.7215	NPC284141
Intermediate Similarity	0.721	NPC473187
Intermediate Similarity	0.7209	NPC176538
Intermediate Similarity	0.7198	NPC180504
Intermediate Similarity	0.7184	NPC314394
Intermediate Similarity	0.7183	NPC242209
Intermediate Similarity	0.7174	NPC476994
Intermediate Similarity	0.7169	NPC249583
Intermediate Similarity	0.7167	NPC39370
Intermediate Similarity	0.7162	NPC310211
Intermediate Similarity	0.7162	NPC308137
Intermediate Similarity	0.7162	NPC202503
Intermediate Similarity	0.7161	NPC217554
Intermediate Similarity	0.7157	NPC288943
Intermediate Similarity	0.7156	NPC470500
Intermediate Similarity	0.7156	NPC247803
Intermediate Similarity	0.7155	NPC101543
Intermediate Similarity	0.7155	NPC473186
Intermediate Similarity	0.715	NPC472444
Intermediate Similarity	0.7149	NPC11408
Intermediate Similarity	0.7137	NPC295228
Intermediate Similarity	0.7137	NPC60621
Intermediate Similarity	0.7123	NPC99666
Intermediate Similarity	0.7117	NPC87413
Intermediate Similarity	0.7115	NPC195788
Intermediate Similarity	0.7115	NPC237901
Intermediate Similarity	0.7115	NPC62069
Intermediate Similarity	0.7111	NPC169402
Intermediate Similarity	0.711	NPC476138
Intermediate Similarity	0.711	NPC245816
Intermediate Similarity	0.711	NPC477135
Intermediate Similarity	0.7106	NPC6786
Intermediate Similarity	0.7104	NPC174672
Intermediate Similarity	0.7104	NPC185782
Intermediate Similarity	0.7103	NPC471303
Intermediate Similarity	0.7102	NPC284685
Intermediate Similarity	0.7098	NPC116238
Intermediate Similarity	0.7095	NPC66083
Intermediate Similarity	0.7093	NPC174760
Intermediate Similarity	0.7092	NPC26872
Intermediate Similarity	0.7091	NPC4687
Intermediate Similarity	0.7089	NPC99891
Intermediate Similarity	0.7087	NPC472443
Intermediate Similarity	0.7085	NPC264176
Intermediate Similarity	0.7083	NPC32200
Intermediate Similarity	0.7081	NPC473189
Intermediate Similarity	0.708	NPC46561
Intermediate Similarity	0.7079	NPC317430
Intermediate Similarity	0.7078	NPC475070
Intermediate Similarity	0.7071	NPC81939
Intermediate Similarity	0.7071	NPC78609
Intermediate Similarity	0.7067	NPC139291
Intermediate Similarity	0.7067	NPC8022
Intermediate Similarity	0.7067	NPC470799
Intermediate Similarity	0.7067	NPC183407
Intermediate Similarity	0.7067	NPC330009
Intermediate Similarity	0.7067	NPC472108
Intermediate Similarity	0.7066	NPC133609
Intermediate Similarity	0.7064	NPC295898
Intermediate Similarity	0.7062	NPC128751
Intermediate Similarity	0.7062	NPC246700
Intermediate Similarity	0.7061	NPC280799
Intermediate Similarity	0.7054	NPC476287
Intermediate Similarity	0.7051	NPC315957
Intermediate Similarity	0.705	NPC177404
Intermediate Similarity	0.7049	NPC478080
Intermediate Similarity	0.7048	NPC204385
Intermediate Similarity	0.7048	NPC208084
Intermediate Similarity	0.7046	NPC475816
Intermediate Similarity	0.7042	NPC475666
Intermediate Similarity	0.7039	NPC96890
Intermediate Similarity	0.7037	NPC306376
Intermediate Similarity	0.7037	NPC189079
Intermediate Similarity	0.7028	NPC106833
Intermediate Similarity	0.7028	NPC469497
Intermediate Similarity	0.7026	NPC471762

Drug Structure

NPD6985 OpenBabel08211711352D 36 40 0 0 1 0 0 0 0 0999 V2000 4.6049 0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9306 4.6049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8978 0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2235 3.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4674 -3.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9319 0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4824 2.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7262 -2.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5015 -3.2767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5085 -0.7650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8790 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1379 0.0121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -2.3801 0.0000 C 0 0 1 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 -4.0532 -1.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 -1.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 -2.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6202 1.9440 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0714 -0.3462 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 -3.3461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -2.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9101 0.1984 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6037 -4.0532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 26 1 0 0 0 0 13 27 2 0 0 0 0 14 22 2 0 0 0 0 14 25 1 0 0 0 0 15 22 1 0 0 0 0 15 29 3 0 0 0 0 16 24 1 0 0 0 0 16 31 1 0 0 0 0 17 24 1 0 0 0 0 17 31 1 0 0 0 0 18 33 1 0 0 0 0 19 23 1 0 0 0 0 19 34 1 0 0 0 0 20 28 1 0 0 0 0 21 28 1 0 0 0 0 22 30 1 0 0 0 0 23 18 1 6 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 30 1 0 0 0 0 27 34 1 0 0 0 0 28 31 1 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004890
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	453.21
ALogP	-1.2458
MLogP	3.88
XLogP	6.202
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	81.51
RO5 Violation	1