NPASS drugs

Drug Information

Drug ID:	NPD6861
Drug Name:
Molecular Formula:	C27H35N3O2
Canonical SMILES:	C1CCN(CC1)CCOc1ccc2c(c1)nc1c(c2)ccc(c1)OCCN1CCCCC1
Standard InCHI:	InChI=1S/C27H35N3O2/c1-3-11-29(12-4-1)15-17-31-24-9-7-22-19-23-8-10-25(21-27(23)28-26(22)20-24)32-18-16-30-13-5-2-6-14-30/h7-10,19-21H,1-6,11-18H2
Standard InCHIKey:	QKPASNYRBWHSBK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6861

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	442
0.1-0.2	2565
0.2-0.3	9837
0.3-0.4	3874
0.4-0.5	10207
0.5-0.6	2549
0.6-0.7	1114
0.7-0.8	286
0.8-0.85	16
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	0.8324	NPC26850
Intermediate Similarity	0.8308	NPC469589
Intermediate Similarity	0.8177	NPC11017
Intermediate Similarity	0.815	NPC26872
Intermediate Similarity	0.8132	NPC283152
Intermediate Similarity	0.809	NPC264176
Intermediate Similarity	0.8083	NPC329747
Intermediate Similarity	0.8071	NPC470931
Intermediate Similarity	0.8071	NPC475910
Intermediate Similarity	0.805	NPC471080
Intermediate Similarity	0.805	NPC469592
Intermediate Similarity	0.8041	NPC470586
Intermediate Similarity	0.8022	NPC312872
Intermediate Similarity	0.8011	NPC62069
Intermediate Similarity	0.801	NPC285558
Intermediate Similarity	0.8	NPC118776
Intermediate Similarity	0.7979	NPC72211
Intermediate Similarity	0.7978	NPC177404
Intermediate Similarity	0.797	NPC472111
Intermediate Similarity	0.7919	NPC476581
Intermediate Similarity	0.7919	NPC16452
Intermediate Similarity	0.7919	NPC36229
Intermediate Similarity	0.7914	NPC84478
Intermediate Similarity	0.79	NPC167860
Intermediate Similarity	0.79	NPC123976
Intermediate Similarity	0.79	NPC290689
Intermediate Similarity	0.7892	NPC469594
Intermediate Similarity	0.788	NPC288943
Intermediate Similarity	0.7876	NPC70259
Intermediate Similarity	0.7846	NPC476578
Intermediate Similarity	0.7846	NPC476582
Intermediate Similarity	0.7846	NPC4071
Intermediate Similarity	0.7831	NPC204385
Intermediate Similarity	0.7828	NPC329708
Intermediate Similarity	0.7828	NPC264166
Intermediate Similarity	0.7828	NPC274291
Intermediate Similarity	0.7828	NPC47059
Intermediate Similarity	0.7828	NPC165349
Intermediate Similarity	0.7828	NPC118832
Intermediate Similarity	0.7824	NPC43787
Intermediate Similarity	0.7824	NPC205934
Intermediate Similarity	0.782	NPC475253
Intermediate Similarity	0.7816	NPC477533
Intermediate Similarity	0.7778	NPC162484
Intermediate Similarity	0.7766	NPC31930
Intermediate Similarity	0.7766	NPC267423
Intermediate Similarity	0.7749	NPC110741
Intermediate Similarity	0.774	NPC280272
Intermediate Similarity	0.7739	NPC470930
Intermediate Similarity	0.7735	NPC118511
Intermediate Similarity	0.7727	NPC295898
Intermediate Similarity	0.7727	NPC291535
Intermediate Similarity	0.7727	NPC475112
Intermediate Similarity	0.7727	NPC475085
Intermediate Similarity	0.7725	NPC314954
Intermediate Similarity	0.7713	NPC206201
Intermediate Similarity	0.77	NPC476106
Intermediate Similarity	0.7696	NPC66083
Intermediate Similarity	0.7688	NPC469440
Intermediate Similarity	0.7681	NPC213530
Intermediate Similarity	0.7681	NPC193267
Intermediate Similarity	0.7677	NPC232727
Intermediate Similarity	0.7677	NPC476044
Intermediate Similarity	0.7673	NPC174758
Intermediate Similarity	0.767	NPC305984
Intermediate Similarity	0.7653	NPC70956
Intermediate Similarity	0.7653	NPC243834
Intermediate Similarity	0.7647	NPC202605
Intermediate Similarity	0.7647	NPC296482
Intermediate Similarity	0.7647	NPC202768
Intermediate Similarity	0.7647	NPC112206
Intermediate Similarity	0.7647	NPC53069
Intermediate Similarity	0.7629	NPC195268
Intermediate Similarity	0.7629	NPC133140
Intermediate Similarity	0.7626	NPC329793
Intermediate Similarity	0.7621	NPC152768
Intermediate Similarity	0.7621	NPC148183
Intermediate Similarity	0.7592	NPC42591
Intermediate Similarity	0.759	NPC279401
Intermediate Similarity	0.759	NPC79293
Intermediate Similarity	0.7586	NPC201697
Intermediate Similarity	0.7583	NPC21638
Intermediate Similarity	0.7574	NPC313189
Intermediate Similarity	0.7563	NPC267928
Intermediate Similarity	0.7561	NPC171409
Intermediate Similarity	0.7561	NPC472098
Intermediate Similarity	0.7561	NPC96405
Intermediate Similarity	0.7551	NPC131017
Intermediate Similarity	0.7548	NPC473041
Intermediate Similarity	0.7538	NPC280964
Intermediate Similarity	0.7538	NPC141915
Intermediate Similarity	0.7538	NPC114335
Intermediate Similarity	0.7538	NPC234197
Intermediate Similarity	0.7524	NPC477532
Intermediate Similarity	0.7514	NPC1527
Intermediate Similarity	0.7512	NPC475774
Intermediate Similarity	0.7512	NPC473185
Intermediate Similarity	0.75	NPC329631
Intermediate Similarity	0.75	NPC174672
Intermediate Similarity	0.7488	NPC135549
Intermediate Similarity	0.7487	NPC287437
Intermediate Similarity	0.7487	NPC469390
Intermediate Similarity	0.7476	NPC472099
Intermediate Similarity	0.7476	NPC94157
Intermediate Similarity	0.7476	NPC128115
Intermediate Similarity	0.7474	NPC222592
Intermediate Similarity	0.7474	NPC168486
Intermediate Similarity	0.7473	NPC84508
Intermediate Similarity	0.7463	NPC219664
Intermediate Similarity	0.7463	NPC66815
Intermediate Similarity	0.7461	NPC314573
Intermediate Similarity	0.746	NPC211997
Intermediate Similarity	0.7452	NPC183407
Intermediate Similarity	0.7452	NPC274982
Intermediate Similarity	0.745	NPC249040
Intermediate Similarity	0.745	NPC315957
Intermediate Similarity	0.744	NPC162530
Intermediate Similarity	0.7432	NPC285635
Intermediate Similarity	0.7432	NPC81939
Intermediate Similarity	0.7429	NPC473179
Intermediate Similarity	0.7426	NPC223427
Intermediate Similarity	0.7418	NPC473449
Intermediate Similarity	0.7415	NPC209769
Intermediate Similarity	0.7407	NPC134586
Intermediate Similarity	0.7407	NPC476999
Intermediate Similarity	0.7407	NPC201508
Intermediate Similarity	0.7399	NPC475666
Intermediate Similarity	0.7397	NPC184680
Intermediate Similarity	0.7396	NPC176127
Intermediate Similarity	0.7395	NPC476997
Intermediate Similarity	0.7391	NPC48353
Intermediate Similarity	0.7391	NPC203168
Intermediate Similarity	0.7389	NPC137929
Intermediate Similarity	0.7389	NPC164374
Intermediate Similarity	0.7381	NPC303658
Intermediate Similarity	0.7376	NPC99891
Intermediate Similarity	0.7373	NPC469554
Intermediate Similarity	0.7368	NPC170114
Intermediate Similarity	0.7366	NPC287208
Intermediate Similarity	0.7364	NPC474183
Intermediate Similarity	0.7364	NPC470785
Intermediate Similarity	0.7363	NPC19872
Intermediate Similarity	0.7363	NPC477019
Intermediate Similarity	0.7361	NPC476996
Intermediate Similarity	0.7361	NPC476998
Intermediate Similarity	0.7353	NPC470164
Intermediate Similarity	0.7353	NPC323345
Intermediate Similarity	0.7352	NPC295228
Intermediate Similarity	0.7346	NPC17565
Intermediate Similarity	0.7343	NPC146418
Intermediate Similarity	0.7339	NPC96584
Intermediate Similarity	0.7339	NPC255800
Intermediate Similarity	0.7337	NPC13880
Intermediate Similarity	0.7337	NPC473053
Intermediate Similarity	0.7333	NPC473513
Intermediate Similarity	0.733	NPC472168
Intermediate Similarity	0.7321	NPC470549
Intermediate Similarity	0.7317	NPC193777
Intermediate Similarity	0.7316	NPC473432
Intermediate Similarity	0.7316	NPC203754
Intermediate Similarity	0.7316	NPC150048
Intermediate Similarity	0.7315	NPC471762
Intermediate Similarity	0.7315	NPC476994
Intermediate Similarity	0.7311	NPC132642
Intermediate Similarity	0.7308	NPC26679
Intermediate Similarity	0.7299	NPC173080
Intermediate Similarity	0.7296	NPC242928
Intermediate Similarity	0.7295	NPC470020
Intermediate Similarity	0.7295	NPC199667
Intermediate Similarity	0.7295	NPC11464
Intermediate Similarity	0.7295	NPC471304
Intermediate Similarity	0.7292	NPC478032
Intermediate Similarity	0.7291	NPC135887
Intermediate Similarity	0.7291	NPC199277
Intermediate Similarity	0.729	NPC65277
Intermediate Similarity	0.7285	NPC470784
Intermediate Similarity	0.7282	NPC61350
Intermediate Similarity	0.7282	NPC308392
Intermediate Similarity	0.7277	NPC198503
Intermediate Similarity	0.7269	NPC56271
Intermediate Similarity	0.726	NPC473105
Intermediate Similarity	0.7255	NPC476138
Intermediate Similarity	0.7255	NPC245816
Intermediate Similarity	0.7254	NPC470474
Intermediate Similarity	0.7254	NPC474798
Intermediate Similarity	0.7249	NPC258773
Intermediate Similarity	0.7248	NPC477531
Intermediate Similarity	0.7246	NPC473181
Intermediate Similarity	0.7243	NPC255229
Intermediate Similarity	0.7243	NPC81229
Intermediate Similarity	0.7243	NPC162748
Intermediate Similarity	0.724	NPC72980
Intermediate Similarity	0.724	NPC473183
Intermediate Similarity	0.7236	NPC475190
Intermediate Similarity	0.7235	NPC66777
Intermediate Similarity	0.7235	NPC252251
Intermediate Similarity	0.7233	NPC249583
Intermediate Similarity	0.7228	NPC128823
Intermediate Similarity	0.7227	NPC473184
Intermediate Similarity	0.7222	NPC92111

Drug Structure

NPD6861 OpenBabel08211710072D 32 36 0 0 0 0 0 0 0 0999 V2000 5.1962 -3.0000 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 4.3301 -2.5000 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 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 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 -1.7321 2.0000 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 1.5000 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 6.0622 -1.5000 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 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 1.7321 0.0000 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 0.8660 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 0.5000 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 0.8660 0.5000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 22 1 0 0 0 0 8 10 2 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 30 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 26 28 2 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	133711
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.27
ALogP	-1.917
MLogP	3.88
XLogP	4.78
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	37.83
RO5 Violation	0