NPASS drugs

Drug Information

Drug ID:	NPD5295
Drug Name:	H-345/52
Molecular Formula:	C22H31N3O4
Canonical SMILES:	N#Cc1ccc(cc1)OC[C@H](CN1CC2CC(C1)CN(C2)C(=O)OC(C)(C)C)O
Standard InCHI:	InChI=1S/C22H31N3O4/c1-22(2,3)29-21(27)25-12-17-8-18(13-25)11-24(10-17)14-19(26)15-28-20-6-4-16(9-23)5-7-20/h4-7,17-19,26H,8,10-15H2,1-3H3/t17?,18?,19-/m0/s1
Standard InCHIKey:	FFDOXSIZJSGXOQ-ACBHZAAOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5295

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	119
0.1-0.2	926
0.2-0.3	3574
0.3-0.4	9792
0.4-0.5	4467
0.5-0.6	9794
0.6-0.7	2181
0.7-0.8	37
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	0.7517	NPC320242
Intermediate Similarity	0.7333	NPC307123
Intermediate Similarity	0.7333	NPC247018
Intermediate Similarity	0.7333	NPC97870
Intermediate Similarity	0.7297	NPC198798
Intermediate Similarity	0.729	NPC204546
Intermediate Similarity	0.7279	NPC136112
Intermediate Similarity	0.7279	NPC141739
Intermediate Similarity	0.7248	NPC283079
Intermediate Similarity	0.7222	NPC321133
Intermediate Similarity	0.7219	NPC274732
Intermediate Similarity	0.7161	NPC231572
Intermediate Similarity	0.7126	NPC469479
Intermediate Similarity	0.7122	NPC46844
Intermediate Similarity	0.7115	NPC83289
Intermediate Similarity	0.7115	NPC189724
Intermediate Similarity	0.7115	NPC212850
Intermediate Similarity	0.7114	NPC218323
Intermediate Similarity	0.7097	NPC470707
Intermediate Similarity	0.7063	NPC245974
Intermediate Similarity	0.7044	NPC97004
Intermediate Similarity	0.7044	NPC161155
Intermediate Similarity	0.7044	NPC247298
Intermediate Similarity	0.7044	NPC136951
Intermediate Similarity	0.7041	NPC186617
Intermediate Similarity	0.7032	NPC167944
Intermediate Similarity	0.7032	NPC231884
Intermediate Similarity	0.7032	NPC42793
Intermediate Similarity	0.7012	NPC270811
Intermediate Similarity	0.7012	NPC471073
Intermediate Similarity	0.7	NPC95977
Intermediate Similarity	0.7	NPC313414
Intermediate Similarity	0.7	NPC473693
Intermediate Similarity	0.7	NPC97282
Intermediate Similarity	0.7	NPC471568
Intermediate Similarity	0.7	NPC329717
Intermediate Similarity	0.7	NPC196091
Remote Similarity	0.6987	NPC318591
Remote Similarity	0.6987	NPC231163
Remote Similarity	0.6986	NPC263835
Remote Similarity	0.6968	NPC277042
Remote Similarity	0.6968	NPC136330
Remote Similarity	0.6968	NPC251454
Remote Similarity	0.6968	NPC196609
Remote Similarity	0.6968	NPC180647
Remote Similarity	0.6968	NPC230698
Remote Similarity	0.6968	NPC255817
Remote Similarity	0.6968	NPC73883
Remote Similarity	0.6968	NPC205178
Remote Similarity	0.6943	NPC36434
Remote Similarity	0.6941	NPC469505
Remote Similarity	0.6923	NPC307682
Remote Similarity	0.6923	NPC469808
Remote Similarity	0.6923	NPC254700
Remote Similarity	0.6923	NPC99078
Remote Similarity	0.6914	NPC277857
Remote Similarity	0.6914	NPC115144
Remote Similarity	0.6913	NPC307020
Remote Similarity	0.6913	NPC255253
Remote Similarity	0.6913	NPC328267
Remote Similarity	0.6903	NPC167096
Remote Similarity	0.6899	NPC298821
Remote Similarity	0.6894	NPC189908
Remote Similarity	0.6883	NPC470392
Remote Similarity	0.6883	NPC471953
Remote Similarity	0.6879	NPC252107
Remote Similarity	0.6879	NPC220923
Remote Similarity	0.6879	NPC225745
Remote Similarity	0.6875	NPC178466
Remote Similarity	0.6875	NPC63628
Remote Similarity	0.6867	NPC140915
Remote Similarity	0.6867	NPC10221
Remote Similarity	0.6867	NPC305700
Remote Similarity	0.6867	NPC187028
Remote Similarity	0.6867	NPC18249
Remote Similarity	0.6867	NPC197741
Remote Similarity	0.6863	NPC295970
Remote Similarity	0.6861	NPC192596
Remote Similarity	0.6855	NPC195814
Remote Similarity	0.6855	NPC123761
Remote Similarity	0.6854	NPC315542
Remote Similarity	0.6852	NPC132771
Remote Similarity	0.6849	NPC101503
Remote Similarity	0.6846	NPC476142
Remote Similarity	0.6842	NPC473993
Remote Similarity	0.6829	NPC139699
Remote Similarity	0.6829	NPC114659
Remote Similarity	0.6824	NPC469412
Remote Similarity	0.6824	NPC198734
Remote Similarity	0.6805	NPC329640
Remote Similarity	0.6803	NPC256369
Remote Similarity	0.6803	NPC163036
Remote Similarity	0.679	NPC9373
Remote Similarity	0.6788	NPC51633
Remote Similarity	0.6784	NPC473502
Remote Similarity	0.6766	NPC56635
Remote Similarity	0.6765	NPC158900
Remote Similarity	0.6765	NPC472923
Remote Similarity	0.6763	NPC470393
Remote Similarity	0.6758	NPC473378
Remote Similarity	0.6758	NPC473407
Remote Similarity	0.6757	NPC469708
Remote Similarity	0.6757	NPC60589
Remote Similarity	0.6755	NPC287429
Remote Similarity	0.6755	NPC62101
Remote Similarity	0.6755	NPC95733
Remote Similarity	0.6752	NPC196708
Remote Similarity	0.675	NPC323204
Remote Similarity	0.6748	NPC296085
Remote Similarity	0.6731	NPC132308
Remote Similarity	0.6713	NPC166837
Remote Similarity	0.6711	NPC83279
Remote Similarity	0.6711	NPC29477
Remote Similarity	0.6711	NPC269242
Remote Similarity	0.6708	NPC266741
Remote Similarity	0.6707	NPC324081
Remote Similarity	0.6706	NPC92191
Remote Similarity	0.6706	NPC59028
Remote Similarity	0.6691	NPC38079
Remote Similarity	0.6691	NPC283546
Remote Similarity	0.6691	NPC108875
Remote Similarity	0.6689	NPC211218
Remote Similarity	0.6689	NPC212176
Remote Similarity	0.6687	NPC274026
Remote Similarity	0.6667	NPC470935
Remote Similarity	0.6667	NPC49353
Remote Similarity	0.6667	NPC160607
Remote Similarity	0.6667	NPC41473
Remote Similarity	0.6667	NPC29734
Remote Similarity	0.6667	NPC204848
Remote Similarity	0.6667	NPC7467
Remote Similarity	0.6667	NPC165646
Remote Similarity	0.6667	NPC81026
Remote Similarity	0.6667	NPC151530
Remote Similarity	0.6667	NPC471032
Remote Similarity	0.6667	NPC14600
Remote Similarity	0.6667	NPC194034
Remote Similarity	0.6667	NPC323948
Remote Similarity	0.6667	NPC157473
Remote Similarity	0.6667	NPC318862
Remote Similarity	0.6667	NPC115379
Remote Similarity	0.6667	NPC312770
Remote Similarity	0.6647	NPC35345
Remote Similarity	0.6647	NPC169743
Remote Similarity	0.6646	NPC138365
Remote Similarity	0.6646	NPC471029
Remote Similarity	0.6646	NPC71629
Remote Similarity	0.6643	NPC473855
Remote Similarity	0.663	NPC276120
Remote Similarity	0.6629	NPC474470
Remote Similarity	0.6627	NPC39701
Remote Similarity	0.6627	NPC127674
Remote Similarity	0.6627	NPC189266
Remote Similarity	0.6627	NPC276588
Remote Similarity	0.6627	NPC204828
Remote Similarity	0.6627	NPC2413
Remote Similarity	0.6627	NPC5238
Remote Similarity	0.6627	NPC295691
Remote Similarity	0.6627	NPC172765
Remote Similarity	0.6627	NPC278799
Remote Similarity	0.6627	NPC469817
Remote Similarity	0.6627	NPC207757
Remote Similarity	0.6627	NPC249797
Remote Similarity	0.6627	NPC184026
Remote Similarity	0.6627	NPC110416
Remote Similarity	0.6627	NPC54379
Remote Similarity	0.6627	NPC193949
Remote Similarity	0.6624	NPC266425
Remote Similarity	0.6623	NPC172403
Remote Similarity	0.6623	NPC71090
Remote Similarity	0.6623	NPC186898
Remote Similarity	0.6622	NPC159916
Remote Similarity	0.6621	NPC26524
Remote Similarity	0.662	NPC146530
Remote Similarity	0.6611	NPC473562
Remote Similarity	0.661	NPC2314
Remote Similarity	0.6609	NPC256012
Remote Similarity	0.6609	NPC474858
Remote Similarity	0.6609	NPC240841
Remote Similarity	0.6609	NPC250846
Remote Similarity	0.6609	NPC268503
Remote Similarity	0.6609	NPC42549
Remote Similarity	0.6609	NPC317272
Remote Similarity	0.6607	NPC133011
Remote Similarity	0.6607	NPC82285
Remote Similarity	0.6606	NPC476144
Remote Similarity	0.6606	NPC210437
Remote Similarity	0.6606	NPC16107
Remote Similarity	0.6606	NPC106295
Remote Similarity	0.6606	NPC51957
Remote Similarity	0.6605	NPC287286
Remote Similarity	0.6604	NPC106606
Remote Similarity	0.6603	NPC113098
Remote Similarity	0.6599	NPC258992
Remote Similarity	0.6597	NPC55300
Remote Similarity	0.6596	NPC326447
Remote Similarity	0.6596	NPC176971
Remote Similarity	0.6591	NPC164608
Remote Similarity	0.6591	NPC473354
Remote Similarity	0.659	NPC218614

Drug Structure

NPD5295 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 0.8412 1.4570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3269 -0.3555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8126 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3051 -2.4903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8051 -3.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8051 -1.6243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3051 -2.4903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2191 1.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3051 -4.2224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4706 1.1453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4706 2.5343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2809 0.9738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2809 2.7058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8051 1.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8051 0.1077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8051 -3.3564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2809 0.9738 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.2809 2.7058 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.3051 0.9738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8051 -1.6243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8412 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8412 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1949 -5.0884 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8051 1.8398 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7809 1.8398 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3051 0.9738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6824 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3051 -0.7583 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 -3.8051 0.1077 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 20 2 0 0 0 0 7 20 1 0 0 0 0 8 17 1 0 0 0 0 8 18 1 0 0 0 0 9 16 1 0 0 0 0 9 23 3 0 0 0 0 10 17 1 0 0 0 0 10 24 1 0 0 0 0 11 18 1 0 0 0 0 11 24 1 0 0 0 0 12 17 1 0 0 0 0 12 25 1 0 0 0 0 13 18 1 0 0 0 0 13 25 1 0 0 0 0 14 24 1 0 0 0 0 15 19 1 0 0 0 0 15 28 1 0 0 0 0 19 14 1 1 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 22 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012222
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.23
ALogP	-0.1475
MLogP	3.11
XLogP	2.396
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	86.03
RO5 Violation	0