NPASS drugs

Drug Information

Drug ID:	NPD5649
Drug Name:
Molecular Formula:	C23H29Cl2N3O2
Canonical SMILES:	CN(CCCOc1ccc(cc1)CN1CC[C@@H](C1)N=C(c1ccc(c(c1)Cl)Cl)O)C
Standard InCHI:	InChI=1S/C23H29Cl2N3O2/c1-27(2)11-3-13-30-20-7-4-17(5-8-20)15-28-12-10-19(16-28)26-23(29)18-6-9-21(24)22(25)14-18/h4-9,14,19H,3,10-13,15-16H2,1-2H3,(H,26,29)/t19-/m0/s1
Standard InCHIKey:	AMSSIFVGNFEEFU-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5649

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	196
0.1-0.2	1565
0.2-0.3	9381
0.3-0.4	3554
0.4-0.5	9952
0.5-0.6	5572
0.6-0.7	661
0.7-0.8	9
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	0.719	NPC43275
Intermediate Similarity	0.7159	NPC254700
Intermediate Similarity	0.7143	NPC263835
Intermediate Similarity	0.7097	NPC232872
Intermediate Similarity	0.7048	NPC189724
Intermediate Similarity	0.7048	NPC212850
Intermediate Similarity	0.7048	NPC83289
Intermediate Similarity	0.7039	NPC151030
Intermediate Similarity	0.7039	NPC269383
Remote Similarity	0.6981	NPC29477
Remote Similarity	0.6961	NPC49315
Remote Similarity	0.6933	NPC471953
Remote Similarity	0.6901	NPC245974
Remote Similarity	0.6882	NPC247298
Remote Similarity	0.6859	NPC256369
Remote Similarity	0.6826	NPC193528
Remote Similarity	0.6813	NPC62101
Remote Similarity	0.6813	NPC95733
Remote Similarity	0.6792	NPC471314
Remote Similarity	0.6792	NPC471315
Remote Similarity	0.6774	NPC134413
Remote Similarity	0.6774	NPC263507
Remote Similarity	0.6774	NPC271958
Remote Similarity	0.6774	NPC45112
Remote Similarity	0.6763	NPC476151
Remote Similarity	0.675	NPC211218
Remote Similarity	0.675	NPC255253
Remote Similarity	0.6744	NPC313414
Remote Similarity	0.6744	NPC185838
Remote Similarity	0.6743	NPC47672
Remote Similarity	0.6727	NPC274732
Remote Similarity	0.6709	NPC321133
Remote Similarity	0.6707	NPC11147
Remote Similarity	0.6703	NPC208280
Remote Similarity	0.6702	NPC86678
Remote Similarity	0.6687	NPC172403
Remote Similarity	0.6686	NPC477565
Remote Similarity	0.6686	NPC476989
Remote Similarity	0.6686	NPC103379
Remote Similarity	0.6686	NPC258222
Remote Similarity	0.6667	NPC191376
Remote Similarity	0.6667	NPC473491
Remote Similarity	0.6667	NPC283207
Remote Similarity	0.6667	NPC179825
Remote Similarity	0.6667	NPC321505
Remote Similarity	0.6648	NPC147091
Remote Similarity	0.6647	NPC9373
Remote Similarity	0.6632	NPC315542
Remote Similarity	0.6632	NPC474498
Remote Similarity	0.6629	NPC428
Remote Similarity	0.6629	NPC147390
Remote Similarity	0.6629	NPC24233
Remote Similarity	0.6629	NPC233926
Remote Similarity	0.6629	NPC246587
Remote Similarity	0.6629	NPC135538
Remote Similarity	0.6629	NPC476571
Remote Similarity	0.6628	NPC135349
Remote Similarity	0.6627	NPC97870
Remote Similarity	0.6627	NPC118419
Remote Similarity	0.6627	NPC307123
Remote Similarity	0.6627	NPC247018
Remote Similarity	0.6626	NPC218323
Remote Similarity	0.6626	NPC301713
Remote Similarity	0.661	NPC476568
Remote Similarity	0.6609	NPC132771
Remote Similarity	0.6604	NPC17388
Remote Similarity	0.6604	NPC53596
Remote Similarity	0.6604	NPC41801
Remote Similarity	0.6604	NPC289330
Remote Similarity	0.6604	NPC160120
Remote Similarity	0.6604	NPC471308
Remote Similarity	0.6603	NPC303370
Remote Similarity	0.6595	NPC66573
Remote Similarity	0.6573	NPC26601
Remote Similarity	0.6559	NPC227778
Remote Similarity	0.6557	NPC233650
Remote Similarity	0.6554	NPC274026
Remote Similarity	0.655	NPC314682
Remote Similarity	0.6527	NPC214869
Remote Similarity	0.6527	NPC470392
Remote Similarity	0.6527	NPC130595
Remote Similarity	0.6527	NPC93882
Remote Similarity	0.6522	NPC134858
Remote Similarity	0.6519	NPC148014
Remote Similarity	0.6519	NPC78359
Remote Similarity	0.6519	NPC129603
Remote Similarity	0.6519	NPC323948
Remote Similarity	0.6519	NPC65490
Remote Similarity	0.6519	NPC40389
Remote Similarity	0.6519	NPC315707
Remote Similarity	0.6512	NPC328750
Remote Similarity	0.6512	NPC188163
Remote Similarity	0.6512	NPC213206
Remote Similarity	0.6512	NPC474915
Remote Similarity	0.6508	NPC283999
Remote Similarity	0.65	NPC278799
Remote Similarity	0.65	NPC5238
Remote Similarity	0.65	NPC207757
Remote Similarity	0.65	NPC469817
Remote Similarity	0.65	NPC249797
Remote Similarity	0.65	NPC2413
Remote Similarity	0.65	NPC276588
Remote Similarity	0.65	NPC184026
Remote Similarity	0.65	NPC39701
Remote Similarity	0.65	NPC204828
Remote Similarity	0.65	NPC193949
Remote Similarity	0.65	NPC110416
Remote Similarity	0.65	NPC54379
Remote Similarity	0.65	NPC189266
Remote Similarity	0.65	NPC295691
Remote Similarity	0.65	NPC172765
Remote Similarity	0.65	NPC127674
Remote Similarity	0.6497	NPC60538
Remote Similarity	0.6497	NPC219162
Remote Similarity	0.6497	NPC207824
Remote Similarity	0.6494	NPC16188
Remote Similarity	0.6488	NPC285078
Remote Similarity	0.6488	NPC169766
Remote Similarity	0.6488	NPC6854
Remote Similarity	0.6488	NPC313737
Remote Similarity	0.6486	NPC256012
Remote Similarity	0.6486	NPC268503
Remote Similarity	0.6486	NPC250846
Remote Similarity	0.6486	NPC42549
Remote Similarity	0.6486	NPC240841
Remote Similarity	0.6486	NPC317272
Remote Similarity	0.6485	NPC251571
Remote Similarity	0.6484	NPC216816
Remote Similarity	0.648	NPC82285
Remote Similarity	0.648	NPC133011
Remote Similarity	0.6471	NPC164608
Remote Similarity	0.6467	NPC114102
Remote Similarity	0.6467	NPC308885
Remote Similarity	0.6467	NPC255550
Remote Similarity	0.6464	NPC186063
Remote Similarity	0.6461	NPC97221
Remote Similarity	0.6461	NPC192768
Remote Similarity	0.6461	NPC151895
Remote Similarity	0.6461	NPC220858
Remote Similarity	0.6461	NPC88249
Remote Similarity	0.646	NPC83279
Remote Similarity	0.6453	NPC477837
Remote Similarity	0.6453	NPC477838
Remote Similarity	0.6452	NPC166837
Remote Similarity	0.6452	NPC210140
Remote Similarity	0.6452	NPC150879
Remote Similarity	0.645	NPC218530
Remote Similarity	0.6448	NPC472923
Remote Similarity	0.6448	NPC18402
Remote Similarity	0.6448	NPC249274
Remote Similarity	0.6448	NPC97072
Remote Similarity	0.6448	NPC215829
Remote Similarity	0.6448	NPC205167
Remote Similarity	0.6447	NPC85381
Remote Similarity	0.6446	NPC155838
Remote Similarity	0.6444	NPC156311
Remote Similarity	0.6444	NPC2295
Remote Similarity	0.6444	NPC315257
Remote Similarity	0.6444	NPC477564
Remote Similarity	0.6442	NPC328267
Remote Similarity	0.6441	NPC475959
Remote Similarity	0.6441	NPC76412
Remote Similarity	0.6437	NPC78530
Remote Similarity	0.6433	NPC254610
Remote Similarity	0.6432	NPC232514
Remote Similarity	0.6432	NPC276944
Remote Similarity	0.6432	NPC238530
Remote Similarity	0.6425	NPC76213
Remote Similarity	0.6425	NPC276120
Remote Similarity	0.6425	NPC277669
Remote Similarity	0.6421	NPC32064
Remote Similarity	0.6417	NPC204908
Remote Similarity	0.6417	NPC83198
Remote Similarity	0.6416	NPC470925
Remote Similarity	0.6412	NPC237227
Remote Similarity	0.641	NPC51047
Remote Similarity	0.6409	NPC244336
Remote Similarity	0.6409	NPC319320
Remote Similarity	0.6409	NPC287757
Remote Similarity	0.6407	NPC35961
Remote Similarity	0.6407	NPC470706
Remote Similarity	0.6407	NPC52029
Remote Similarity	0.6407	NPC195749
Remote Similarity	0.6402	NPC228040
Remote Similarity	0.6393	NPC221864
Remote Similarity	0.6393	NPC111485
Remote Similarity	0.6386	NPC153990
Remote Similarity	0.6386	NPC186898
Remote Similarity	0.6384	NPC210437
Remote Similarity	0.6384	NPC16107
Remote Similarity	0.6384	NPC115144
Remote Similarity	0.6384	NPC106295
Remote Similarity	0.6384	NPC90844
Remote Similarity	0.6384	NPC253883
Remote Similarity	0.6384	NPC476144
Remote Similarity	0.6384	NPC51957
Remote Similarity	0.6384	NPC277857
Remote Similarity	0.6384	NPC95075
Remote Similarity	0.6382	NPC234318
Remote Similarity	0.6374	NPC242159

Drug Structure

NPD5649 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 -11.0470 2.8111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9130 1.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3149 1.8111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8508 -0.1889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9848 1.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7169 0.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8508 1.8111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6701 0.6475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1810 1.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3392 -0.0957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4489 1.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1188 -0.1889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1482 1.3056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9848 0.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1701 1.5135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7169 1.3111 0.0000 C 0 0 0 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7688 2.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -0.7045 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7634 2.4271 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.0470 1.8111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2528 0.3111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3621 3.4451 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5829 1.8111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6324 3.5497 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 11 1 0 0 0 0 3 13 1 0 0 0 0 4 7 1 0 0 0 0 4 17 2 0 0 0 0 5 8 2 0 0 0 0 5 17 1 0 0 0 0 6 9 2 0 0 0 0 6 18 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 30 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 15 28 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 1 0 0 0 20 30 1 0 0 0 0 21 22 2 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 2 3 0 0 0 23 29 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009268
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9846574
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.16
ALogP	0.8034
MLogP	3.22
XLogP	4.579
HDA	4
HBD	1
Rotatable Bonds	14
TPSA	48.3
RO5 Violation	0