NPASS drugs

Drug Information

Drug ID:	NPD6689
Drug Name:
Molecular Formula:	C26H41ClN4O5
Canonical SMILES:	CN[C@@H](C[C@H]1CCCOC1)CN=C(N1CCC[C@H](C1)C(c1cccc(c1)Cl)OCCN=C(OC)O)O
Standard InCHI:	InChI=1S/C26H41ClN4O5/c1-28-23(14-19-6-5-12-35-18-19)16-30-25(32)31-11-4-8-21(17-31)24(20-7-3-9-22(27)15-20)36-13-10-29-26(33)34-2/h3,7,9,15,19,21,23-24,28H,4-6,8,10-14,16-18H2,1-2H3,(H,29,33)(H,30,32)/t19-,21-,23+,24?/m1/s1
Standard InCHIKey:	NXWASIVXQMMPLM-SMTXQXLZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6689

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	122
0.1-0.2	870
0.2-0.3	3626
0.3-0.4	10587
0.4-0.5	13403
0.5-0.6	2077
0.6-0.7	202
0.7-0.8	3
0.8-0.85	0
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	0.7037	NPC219350
Intermediate Similarity	0.7037	NPC194699
Intermediate Similarity	0.7021	NPC24777
Remote Similarity	0.6989	NPC469443
Remote Similarity	0.6928	NPC311753
Remote Similarity	0.6891	NPC277306
Remote Similarity	0.6891	NPC469442
Remote Similarity	0.6821	NPC25539
Remote Similarity	0.6776	NPC51047
Remote Similarity	0.6771	NPC220060
Remote Similarity	0.6736	NPC469444
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6649	NPC470728
Remote Similarity	0.6633	NPC469445
Remote Similarity	0.6608	NPC62104
Remote Similarity	0.6608	NPC1390
Remote Similarity	0.6607	NPC473341
Remote Similarity	0.6596	NPC473371
Remote Similarity	0.6575	NPC473404
Remote Similarity	0.6545	NPC314114
Remote Similarity	0.6526	NPC477550
Remote Similarity	0.6526	NPC477552
Remote Similarity	0.6505	NPC240130
Remote Similarity	0.6505	NPC61332
Remote Similarity	0.6463	NPC168861
Remote Similarity	0.6458	NPC477551
Remote Similarity	0.6457	NPC5719
Remote Similarity	0.6457	NPC22883
Remote Similarity	0.6457	NPC217804
Remote Similarity	0.6457	NPC210377
Remote Similarity	0.645	NPC300443
Remote Similarity	0.6442	NPC214988
Remote Similarity	0.642	NPC15068
Remote Similarity	0.6407	NPC311658
Remote Similarity	0.6404	NPC46009
Remote Similarity	0.6402	NPC328763
Remote Similarity	0.6398	NPC267237
Remote Similarity	0.6384	NPC63040
Remote Similarity	0.6379	NPC114806
Remote Similarity	0.6375	NPC246079
Remote Similarity	0.6364	NPC102959
Remote Similarity	0.6364	NPC273830
Remote Similarity	0.6352	NPC471321
Remote Similarity	0.6352	NPC471306
Remote Similarity	0.6341	NPC239762
Remote Similarity	0.6341	NPC163392
Remote Similarity	0.6338	NPC316797
Remote Similarity	0.633	NPC60516
Remote Similarity	0.6322	NPC24617
Remote Similarity	0.6319	NPC147000
Remote Similarity	0.6319	NPC150254
Remote Similarity	0.6319	NPC226778
Remote Similarity	0.6319	NPC304761
Remote Similarity	0.6316	NPC302715
Remote Similarity	0.6313	NPC475123
Remote Similarity	0.6313	NPC475204
Remote Similarity	0.6303	NPC469427
Remote Similarity	0.6303	NPC469426
Remote Similarity	0.6299	NPC476183
Remote Similarity	0.6299	NPC326232
Remote Similarity	0.6289	NPC473450
Remote Similarity	0.6282	NPC476278
Remote Similarity	0.628	NPC281104
Remote Similarity	0.6269	NPC323662
Remote Similarity	0.6265	NPC189724
Remote Similarity	0.6265	NPC83289
Remote Similarity	0.6265	NPC212850
Remote Similarity	0.6264	NPC50016
Remote Similarity	0.6258	NPC476281
Remote Similarity	0.6258	NPC476184
Remote Similarity	0.6257	NPC280022
Remote Similarity	0.625	NPC73655
Remote Similarity	0.6244	NPC81845
Remote Similarity	0.6243	NPC473580
Remote Similarity	0.6243	NPC306804
Remote Similarity	0.6243	NPC273755
Remote Similarity	0.6242	NPC476260
Remote Similarity	0.6242	NPC476241
Remote Similarity	0.6228	NPC204546
Remote Similarity	0.6223	NPC94862
Remote Similarity	0.6222	NPC269383
Remote Similarity	0.6222	NPC151030
Remote Similarity	0.6222	NPC40234
Remote Similarity	0.6215	NPC85651
Remote Similarity	0.6213	NPC247298
Remote Similarity	0.6209	NPC227778
Remote Similarity	0.6209	NPC476227
Remote Similarity	0.6203	NPC476179
Remote Similarity	0.6203	NPC476125
Remote Similarity	0.6201	NPC294516
Remote Similarity	0.6201	NPC209463
Remote Similarity	0.6201	NPC107938
Remote Similarity	0.6199	NPC7817
Remote Similarity	0.6199	NPC475168
Remote Similarity	0.6193	NPC475544
Remote Similarity	0.6193	NPC469243
Remote Similarity	0.6193	NPC471527
Remote Similarity	0.619	NPC473922
Remote Similarity	0.6188	NPC469666
Remote Similarity	0.6184	NPC101139
Remote Similarity	0.6182	NPC316906
Remote Similarity	0.6182	NPC132636
Remote Similarity	0.6181	NPC327226
Remote Similarity	0.618	NPC223207
Remote Similarity	0.6164	NPC136112
Remote Similarity	0.6164	NPC141739
Remote Similarity	0.6164	NPC477937
Remote Similarity	0.6164	NPC320242
Remote Similarity	0.6159	NPC314835
Remote Similarity	0.6154	NPC49315
Remote Similarity	0.6146	NPC314083
Remote Similarity	0.6145	NPC304074
Remote Similarity	0.6145	NPC254700
Remote Similarity	0.6145	NPC290755
Remote Similarity	0.6145	NPC471771
Remote Similarity	0.614	NPC245974
Remote Similarity	0.6139	NPC307020
Remote Similarity	0.6139	NPC326333
Remote Similarity	0.6135	NPC247018
Remote Similarity	0.6135	NPC307123
Remote Similarity	0.6135	NPC97870
Remote Similarity	0.6135	NPC274732
Remote Similarity	0.6133	NPC198254
Remote Similarity	0.6133	NPC276506
Remote Similarity	0.6133	NPC274198
Remote Similarity	0.6133	NPC269340
Remote Similarity	0.6131	NPC326241
Remote Similarity	0.6129	NPC283760
Remote Similarity	0.6126	NPC248822
Remote Similarity	0.6121	NPC471264
Remote Similarity	0.6121	NPC471265
Remote Similarity	0.6121	NPC127741
Remote Similarity	0.6121	NPC478140
Remote Similarity	0.6118	NPC44649
Remote Similarity	0.6115	NPC160493
Remote Similarity	0.6115	NPC252878
Remote Similarity	0.6115	NPC26285
Remote Similarity	0.6111	NPC228400
Remote Similarity	0.6111	NPC214200
Remote Similarity	0.6108	NPC119652
Remote Similarity	0.6108	NPC45037
Remote Similarity	0.6108	NPC197921
Remote Similarity	0.6108	NPC194671
Remote Similarity	0.6108	NPC269750
Remote Similarity	0.6108	NPC97526
Remote Similarity	0.6102	NPC235460
Remote Similarity	0.6099	NPC230611
Remote Similarity	0.6096	NPC224610
Remote Similarity	0.6096	NPC88267
Remote Similarity	0.6096	NPC113326
Remote Similarity	0.6096	NPC194390
Remote Similarity	0.6095	NPC266741
Remote Similarity	0.6093	NPC273814
Remote Similarity	0.6092	NPC476742
Remote Similarity	0.6092	NPC470902
Remote Similarity	0.6089	NPC295795
Remote Similarity	0.6087	NPC196243
Remote Similarity	0.6087	NPC40488
Remote Similarity	0.6084	NPC226096
Remote Similarity	0.6084	NPC164514
Remote Similarity	0.6084	NPC290515
Remote Similarity	0.6084	NPC303611
Remote Similarity	0.6084	NPC108606
Remote Similarity	0.6078	NPC326027
Remote Similarity	0.6077	NPC208280
Remote Similarity	0.6076	NPC46427
Remote Similarity	0.6075	NPC45112
Remote Similarity	0.6075	NPC263507
Remote Similarity	0.6075	NPC271958
Remote Similarity	0.6075	NPC472999
Remote Similarity	0.6075	NPC134413
Remote Similarity	0.6071	NPC91953
Remote Similarity	0.6069	NPC162104
Remote Similarity	0.6066	NPC137627
Remote Similarity	0.6062	NPC65310
Remote Similarity	0.6059	NPC81026
Remote Similarity	0.6057	NPC476741
Remote Similarity	0.6053	NPC1986
Remote Similarity	0.6053	NPC474544
Remote Similarity	0.6048	NPC48202
Remote Similarity	0.6045	NPC80129
Remote Similarity	0.6045	NPC187022
Remote Similarity	0.6038	NPC285394
Remote Similarity	0.6038	NPC255253
Remote Similarity	0.6033	NPC473354
Remote Similarity	0.6033	NPC159767
Remote Similarity	0.6033	NPC471165
Remote Similarity	0.6033	NPC279871
Remote Similarity	0.6033	NPC473402
Remote Similarity	0.6033	NPC155506
Remote Similarity	0.6023	NPC135121
Remote Similarity	0.6023	NPC328824
Remote Similarity	0.6023	NPC475578
Remote Similarity	0.6022	NPC473502
Remote Similarity	0.6013	NPC317474
Remote Similarity	0.6013	NPC291027
Remote Similarity	0.6013	NPC169485
Remote Similarity	0.6013	NPC213126
Remote Similarity	0.6013	NPC84281

Drug Structure

NPD6689 OpenBabel08211710072D 39 41 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 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 -6.0622 -4.5000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 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 -6.0622 -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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -1.5000 0.0000 C 0 0 2 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 -5.1962 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 -3.4641 1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 34 1 0 0 0 0 3 7 2 0 0 0 0 3 9 1 0 0 0 0 4 8 1 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 5 12 1 0 0 0 0 6 19 1 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 10 13 1 0 0 0 0 10 29 1 0 0 0 0 11 31 1 0 0 0 0 12 35 1 0 0 0 0 13 36 1 0 0 0 0 15 20 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 16 30 1 0 0 0 0 17 21 1 0 0 0 0 17 31 1 0 0 0 0 18 19 1 0 0 0 0 18 35 1 0 0 0 0 19 14 1 6 0 0 0 20 24 1 0 0 0 0 21 24 1 1 0 0 0 22 27 1 0 0 0 0 23 14 1 6 0 0 0 23 28 1 0 0 0 0 24 36 1 0 0 0 0 25 30 2 3 0 0 0 25 31 1 0 0 0 0 25 32 1 0 0 0 0 26 29 2 3 0 0 0 26 33 1 0 0 0 0 26 34 1 0 0 0 0 28 37 1 0 0 0 0 32 38 1 0 0 0 0 33 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001733
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	66577056
ChEBI
CAS Number

Drug Properties

Molecular Weight	524.28
ALogP	-0.2744
MLogP	3.22
XLogP	4.315
HDA	9
HBD	3
Rotatable Bonds	18
TPSA	108.14
RO5 Violation	1