NPASS drugs

Drug Information

Drug ID:	NPD5595
Drug Name:
Molecular Formula:	C23H27FN4O4
Canonical SMILES:	O[C@H](CN1CCOCC1)CN=C(C1C(=NC(=C1C)/C=C/1C(=Nc2c1cc(F)cc2)O)C)O
Standard InCHI:	InChI=1S/C23H27FN4O4/c1-13-20(10-18-17-9-15(24)3-4-19(17)27-22(18)30)26-14(2)21(13)23(31)25-11-16(29)12-28-5-7-32-8-6-28/h3-4,9-10,16,21,29H,5-8,11-12H2,1-2H3,(H,25,31)(H,27,30)/b18-10-/t16-,21?/m0/s1
Standard InCHIKey:	XWPFYHDOZULRTD-ROUJOJKSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5595

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	124
0.1-0.2	827
0.2-0.3	3790
0.3-0.4	13243
0.4-0.5	9184
0.5-0.6	3238
0.6-0.7	463
0.7-0.8	21
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	0.7737	NPC147957
Intermediate Similarity	0.7597	NPC472100
Intermediate Similarity	0.7468	NPC472103
Intermediate Similarity	0.732	NPC243162
Intermediate Similarity	0.7289	NPC469462
Intermediate Similarity	0.7222	NPC477156
Intermediate Similarity	0.7222	NPC477157
Intermediate Similarity	0.7219	NPC184437
Intermediate Similarity	0.7181	NPC226662
Intermediate Similarity	0.7178	NPC211525
Intermediate Similarity	0.7178	NPC153694
Intermediate Similarity	0.7107	NPC254798
Intermediate Similarity	0.7037	NPC178681
Intermediate Similarity	0.703	NPC148468
Intermediate Similarity	0.703	NPC97380
Intermediate Similarity	0.703	NPC310403
Intermediate Similarity	0.703	NPC263709
Intermediate Similarity	0.703	NPC63210
Intermediate Similarity	0.703	NPC243673
Intermediate Similarity	0.7006	NPC476118
Intermediate Similarity	0.7	NPC101372
Remote Similarity	0.6981	NPC116519
Remote Similarity	0.6972	NPC470550
Remote Similarity	0.6964	NPC52059
Remote Similarity	0.6964	NPC470069
Remote Similarity	0.6946	NPC476231
Remote Similarity	0.6933	NPC478079
Remote Similarity	0.6923	NPC278887
Remote Similarity	0.6914	NPC475962
Remote Similarity	0.6913	NPC325013
Remote Similarity	0.6892	NPC283130
Remote Similarity	0.6892	NPC328683
Remote Similarity	0.6886	NPC477158
Remote Similarity	0.6875	NPC470824
Remote Similarity	0.686	NPC210415
Remote Similarity	0.686	NPC276993
Remote Similarity	0.686	NPC21752
Remote Similarity	0.686	NPC293255
Remote Similarity	0.686	NPC298851
Remote Similarity	0.686	NPC181138
Remote Similarity	0.6848	NPC161827
Remote Similarity	0.6845	NPC85651
Remote Similarity	0.6826	NPC469461
Remote Similarity	0.6821	NPC476950
Remote Similarity	0.6807	NPC315257
Remote Similarity	0.6802	NPC158129
Remote Similarity	0.6782	NPC203754
Remote Similarity	0.6782	NPC150048
Remote Similarity	0.6781	NPC264580
Remote Similarity	0.6776	NPC259098
Remote Similarity	0.6776	NPC197680
Remote Similarity	0.676	NPC291759
Remote Similarity	0.6753	NPC476687
Remote Similarity	0.6753	NPC476689
Remote Similarity	0.6753	NPC476685
Remote Similarity	0.6746	NPC472121
Remote Similarity	0.6746	NPC133470
Remote Similarity	0.6746	NPC289776
Remote Similarity	0.6746	NPC191863
Remote Similarity	0.6743	NPC211997
Remote Similarity	0.6736	NPC205652
Remote Similarity	0.6704	NPC133591
Remote Similarity	0.6686	NPC143457
Remote Similarity	0.6686	NPC134586
Remote Similarity	0.6667	NPC38823
Remote Similarity	0.6667	NPC474544
Remote Similarity	0.6667	NPC1986
Remote Similarity	0.6667	NPC207033
Remote Similarity	0.6619	NPC194390
Remote Similarity	0.6619	NPC88267
Remote Similarity	0.6619	NPC113326
Remote Similarity	0.6619	NPC224610
Remote Similarity	0.6579	NPC474479
Remote Similarity	0.6564	NPC477556
Remote Similarity	0.6558	NPC469666
Remote Similarity	0.6556	NPC245741
Remote Similarity	0.6548	NPC473297
Remote Similarity	0.6545	NPC475168
Remote Similarity	0.6545	NPC7817
Remote Similarity	0.6522	NPC189724
Remote Similarity	0.6522	NPC228400
Remote Similarity	0.6522	NPC83289
Remote Similarity	0.6522	NPC214200
Remote Similarity	0.6522	NPC314113
Remote Similarity	0.6522	NPC212850
Remote Similarity	0.6519	NPC62510
Remote Similarity	0.6519	NPC469460
Remote Similarity	0.6512	NPC189116
Remote Similarity	0.6503	NPC217294
Remote Similarity	0.6503	NPC477890
Remote Similarity	0.6503	NPC65855
Remote Similarity	0.6503	NPC292758
Remote Similarity	0.65	NPC239762
Remote Similarity	0.65	NPC163392
Remote Similarity	0.6497	NPC472122
Remote Similarity	0.6497	NPC24594
Remote Similarity	0.649	NPC252878
Remote Similarity	0.6486	NPC192209
Remote Similarity	0.6485	NPC245974
Remote Similarity	0.6481	NPC477155
Remote Similarity	0.648	NPC39822
Remote Similarity	0.6479	NPC37584
Remote Similarity	0.6478	NPC159589
Remote Similarity	0.6477	NPC34508
Remote Similarity	0.6467	NPC326232
Remote Similarity	0.6467	NPC190663
Remote Similarity	0.6461	NPC326575
Remote Similarity	0.6457	NPC477888
Remote Similarity	0.6454	NPC211551
Remote Similarity	0.6447	NPC46427
Remote Similarity	0.6446	NPC300596
Remote Similarity	0.6446	NPC237649
Remote Similarity	0.6441	NPC13367
Remote Similarity	0.6438	NPC166667
Remote Similarity	0.6437	NPC472115
Remote Similarity	0.6437	NPC472114
Remote Similarity	0.6432	NPC28510
Remote Similarity	0.6429	NPC476249
Remote Similarity	0.6429	NPC470902
Remote Similarity	0.6425	NPC270009
Remote Similarity	0.6425	NPC472443
Remote Similarity	0.6425	NPC133261
Remote Similarity	0.6416	NPC313757
Remote Similarity	0.6412	NPC477889
Remote Similarity	0.6409	NPC472444
Remote Similarity	0.6405	NPC317758
Remote Similarity	0.6404	NPC129624
Remote Similarity	0.64	NPC317430
Remote Similarity	0.6397	NPC58674
Remote Similarity	0.6395	NPC474058
Remote Similarity	0.6393	NPC282092
Remote Similarity	0.6391	NPC471132
Remote Similarity	0.6389	NPC187827
Remote Similarity	0.6389	NPC472105
Remote Similarity	0.6382	NPC160493
Remote Similarity	0.6378	NPC471195
Remote Similarity	0.6378	NPC174629
Remote Similarity	0.6378	NPC471196
Remote Similarity	0.6369	NPC293472
Remote Similarity	0.6369	NPC473341
Remote Similarity	0.6364	NPC477248
Remote Similarity	0.6364	NPC477249
Remote Similarity	0.6364	NPC247298
Remote Similarity	0.6358	NPC477061
Remote Similarity	0.6358	NPC472117
Remote Similarity	0.6358	NPC471053
Remote Similarity	0.6358	NPC471052
Remote Similarity	0.6358	NPC476990
Remote Similarity	0.6358	NPC45777
Remote Similarity	0.6358	NPC471051
Remote Similarity	0.6352	NPC313352
Remote Similarity	0.635	NPC25565
Remote Similarity	0.6348	NPC279871
Remote Similarity	0.6348	NPC329688
Remote Similarity	0.6348	NPC189812
Remote Similarity	0.6341	NPC473922
Remote Similarity	0.6341	NPC314287
Remote Similarity	0.6337	NPC471122
Remote Similarity	0.6329	NPC246079
Remote Similarity	0.6328	NPC83241
Remote Similarity	0.6327	NPC187036
Remote Similarity	0.6327	NPC296163
Remote Similarity	0.6325	NPC264589
Remote Similarity	0.6324	NPC46413
Remote Similarity	0.6324	NPC471309
Remote Similarity	0.6319	NPC472110
Remote Similarity	0.6319	NPC186284
Remote Similarity	0.6319	NPC22082
Remote Similarity	0.6319	NPC472109
Remote Similarity	0.6319	NPC472108
Remote Similarity	0.6319	NPC139291
Remote Similarity	0.6316	NPC202521
Remote Similarity	0.631	NPC318086
Remote Similarity	0.6306	NPC9856
Remote Similarity	0.6304	NPC475439
Remote Similarity	0.6304	NPC473501
Remote Similarity	0.6303	NPC314358
Remote Similarity	0.6299	NPC307020
Remote Similarity	0.6289	NPC274732
Remote Similarity	0.6286	NPC472106
Remote Similarity	0.6277	NPC203972
Remote Similarity	0.6276	NPC470127
Remote Similarity	0.6273	NPC127741
Remote Similarity	0.6269	NPC474077
Remote Similarity	0.6269	NPC311357
Remote Similarity	0.6267	NPC169328
Remote Similarity	0.6265	NPC44649
Remote Similarity	0.6264	NPC253667
Remote Similarity	0.6264	NPC192270
Remote Similarity	0.6264	NPC35510
Remote Similarity	0.6264	NPC472101
Remote Similarity	0.6264	NPC472120
Remote Similarity	0.6258	NPC4974
Remote Similarity	0.6258	NPC472414
Remote Similarity	0.6258	NPC472243
Remote Similarity	0.6257	NPC95412
Remote Similarity	0.625	NPC472209
Remote Similarity	0.625	NPC80150
Remote Similarity	0.6243	NPC194671
Remote Similarity	0.6243	NPC84508

Drug Structure

NPD5595 OpenBabel08211708292D 35 38 0 0 1 0 0 0 0 0999 V2000 -4.5431 1.2443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8112 -2.1989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0826 2.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7954 3.1805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7517 2.7647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4646 3.9236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0752 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4353 1.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0431 0.3783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7067 -1.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7444 0.5352 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4498 -0.5352 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4279 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 3.9781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0971 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8406 -0.7044 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 -8.1045 2.2294 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7225 0.3273 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7370 -1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4427 3.7157 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0315 -0.6237 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7151 -1.9021 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 15 1 0 0 0 0 4 19 1 0 0 0 0 5 7 1 0 0 0 0 5 28 1 0 0 0 0 6 8 1 0 0 0 0 6 28 1 0 0 0 0 7 32 1 0 0 0 0 8 32 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 10 20 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 28 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 14 26 2 0 0 0 0 15 24 1 0 0 0 0 16 11 1 6 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 22 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 22 27 2 0 0 0 0 22 30 1 0 0 0 0 23 25 2 3 0 0 0 23 31 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000357
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	73755145
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.20
ALogP	0.0095
MLogP	3
XLogP	0.569
HDA	8
HBD	3
Rotatable Bonds	12
TPSA	110.24
RO5 Violation	0