NPASS drugs

Drug Information

Drug ID:	NPD4911
Drug Name:	BIBB-515
Molecular Formula:	C22H21ClN2O2
Canonical SMILES:	Clc1ccc(cc1)C(=O)N1CCC(=Cc2ccc(cc2)C2=NCCO2)CC1
Standard InCHI:	InChI=1S/C22H21ClN2O2/c23-20-7-5-19(6-8-20)22(26)25-12-9-17(10-13-25)15-16-1-3-18(4-2-16)21-24-11-14-27-21/h1-8,15H,9-14H2
Standard InCHIKey:	JQNWPWUJMRAASQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4911

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	199
0.1-0.2	1122
0.2-0.3	4784
0.3-0.4	7948
0.4-0.5	13418
0.5-0.6	3341
0.6-0.7	78
0.7-0.8	0
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
Remote Similarity	0.6943	NPC266425
Remote Similarity	0.6918	NPC316906
Remote Similarity	0.6776	NPC26285
Remote Similarity	0.6481	NPC473360
Remote Similarity	0.6474	NPC285394
Remote Similarity	0.6463	NPC471316
Remote Similarity	0.6433	NPC4974
Remote Similarity	0.6379	NPC471649
Remote Similarity	0.6364	NPC319645
Remote Similarity	0.6358	NPC123011
Remote Similarity	0.6358	NPC256689
Remote Similarity	0.6358	NPC471318
Remote Similarity	0.6352	NPC199738
Remote Similarity	0.6352	NPC210950
Remote Similarity	0.6335	NPC120251
Remote Similarity	0.6335	NPC473247
Remote Similarity	0.6306	NPC474283
Remote Similarity	0.6303	NPC281104
Remote Similarity	0.6303	NPC77992
Remote Similarity	0.6278	NPC471651
Remote Similarity	0.6259	NPC471447
Remote Similarity	0.6243	NPC476749
Remote Similarity	0.622	NPC169766
Remote Similarity	0.6211	NPC165726
Remote Similarity	0.6211	NPC213969
Remote Similarity	0.6199	NPC9373
Remote Similarity	0.619	NPC269457
Remote Similarity	0.6181	NPC118343
Remote Similarity	0.6171	NPC119669
Remote Similarity	0.6149	NPC45033
Remote Similarity	0.6145	NPC476750
Remote Similarity	0.6145	NPC88970
Remote Similarity	0.6138	NPC42211
Remote Similarity	0.6138	NPC70624
Remote Similarity	0.6118	NPC308197
Remote Similarity	0.6114	NPC117032
Remote Similarity	0.6111	NPC189116
Remote Similarity	0.6111	NPC469666
Remote Similarity	0.6101	NPC475692
Remote Similarity	0.6092	NPC470019
Remote Similarity	0.6089	NPC73644
Remote Similarity	0.6084	NPC29650
Remote Similarity	0.6077	NPC471130
Remote Similarity	0.6076	NPC144547
Remote Similarity	0.6069	NPC290404
Remote Similarity	0.6069	NPC254798
Remote Similarity	0.6064	NPC270301
Remote Similarity	0.6062	NPC475691
Remote Similarity	0.6053	NPC322621
Remote Similarity	0.6049	NPC218323
Remote Similarity	0.6048	NPC138365
Remote Similarity	0.6047	NPC135121
Remote Similarity	0.6045	NPC161827
Remote Similarity	0.6039	NPC33742
Remote Similarity	0.6039	NPC474095
Remote Similarity	0.6034	NPC242000
Remote Similarity	0.6032	NPC99723
Remote Similarity	0.6025	NPC79698
Remote Similarity	0.6024	NPC474473
Remote Similarity	0.6024	NPC132308
Remote Similarity	0.6023	NPC477217
Remote Similarity	0.6023	NPC201244
Remote Similarity	0.6022	NPC471743
Remote Similarity	0.6013	NPC988
Remote Similarity	0.6013	NPC128368
Remote Similarity	0.6013	NPC289432
Remote Similarity	0.6012	NPC471646
Remote Similarity	0.6012	NPC103605
Remote Similarity	0.6012	NPC81092
Remote Similarity	0.6012	NPC471647
Remote Similarity	0.6011	NPC222524
Remote Similarity	0.6011	NPC470708
Remote Similarity	0.601	NPC471196
Remote Similarity	0.601	NPC123395
Remote Similarity	0.601	NPC471195
Remote Similarity	0.6	NPC257390
Remote Similarity	0.6	NPC35448
Remote Similarity	0.6	NPC78701
Remote Similarity	0.5988	NPC151706
Remote Similarity	0.5988	NPC475598
Remote Similarity	0.5988	NPC474855
Remote Similarity	0.5988	NPC475318
Remote Similarity	0.5988	NPC49577
Remote Similarity	0.5988	NPC76785
Remote Similarity	0.5988	NPC474787
Remote Similarity	0.5988	NPC476102
Remote Similarity	0.5988	NPC260045
Remote Similarity	0.5988	NPC90194
Remote Similarity	0.5988	NPC118099
Remote Similarity	0.5988	NPC136453
Remote Similarity	0.5988	NPC273907
Remote Similarity	0.5988	NPC474811
Remote Similarity	0.5988	NPC79465
Remote Similarity	0.5988	NPC9687
Remote Similarity	0.5988	NPC293377
Remote Similarity	0.5987	NPC220698
Remote Similarity	0.5986	NPC188895
Remote Similarity	0.5976	NPC153007
Remote Similarity	0.5974	NPC35850
Remote Similarity	0.5974	NPC276949
Remote Similarity	0.5973	NPC211551
Remote Similarity	0.5973	NPC473418
Remote Similarity	0.5973	NPC167336
Remote Similarity	0.5969	NPC198401
Remote Similarity	0.5969	NPC315542
Remote Similarity	0.5964	NPC313663
Remote Similarity	0.5964	NPC11173
Remote Similarity	0.5959	NPC203925
Remote Similarity	0.5959	NPC146351
Remote Similarity	0.5955	NPC58661
Remote Similarity	0.5952	NPC196708
Remote Similarity	0.5951	NPC152850
Remote Similarity	0.5951	NPC71933
Remote Similarity	0.5951	NPC239990
Remote Similarity	0.5951	NPC105114
Remote Similarity	0.5951	NPC89923
Remote Similarity	0.5948	NPC269340
Remote Similarity	0.5948	NPC79496
Remote Similarity	0.5946	NPC471310
Remote Similarity	0.5946	NPC474365
Remote Similarity	0.5946	NPC301943
Remote Similarity	0.5944	NPC148468
Remote Similarity	0.5944	NPC310403
Remote Similarity	0.5944	NPC263709
Remote Similarity	0.5944	NPC63210
Remote Similarity	0.5944	NPC97380
Remote Similarity	0.5944	NPC243673
Remote Similarity	0.5939	NPC231382
Remote Similarity	0.5938	NPC116007
Remote Similarity	0.5934	NPC135006
Remote Similarity	0.5931	NPC276775
Remote Similarity	0.5931	NPC92754
Remote Similarity	0.5931	NPC270654
Remote Similarity	0.5931	NPC249912
Remote Similarity	0.593	NPC473922
Remote Similarity	0.5924	NPC228318
Remote Similarity	0.5924	NPC470545
Remote Similarity	0.5921	NPC158854
Remote Similarity	0.592	NPC246412
Remote Similarity	0.592	NPC189908
Remote Similarity	0.5918	NPC316797
Remote Similarity	0.5915	NPC473322
Remote Similarity	0.5914	NPC137627
Remote Similarity	0.5912	NPC77000
Remote Similarity	0.5912	NPC27833
Remote Similarity	0.5912	NPC232958
Remote Similarity	0.5912	NPC238861
Remote Similarity	0.5906	NPC161069
Remote Similarity	0.5904	NPC246079
Remote Similarity	0.59	NPC470279
Remote Similarity	0.5894	NPC55529
Remote Similarity	0.589	NPC65310
Remote Similarity	0.589	NPC225060
Remote Similarity	0.589	NPC250476
Remote Similarity	0.5889	NPC319320
Remote Similarity	0.5889	NPC477887
Remote Similarity	0.5889	NPC287757
Remote Similarity	0.5888	NPC264938
Remote Similarity	0.5886	NPC470546
Remote Similarity	0.5882	NPC225745
Remote Similarity	0.5882	NPC216149
Remote Similarity	0.5882	NPC279871
Remote Similarity	0.5882	NPC477999
Remote Similarity	0.5882	NPC470548
Remote Similarity	0.5882	NPC252107
Remote Similarity	0.5882	NPC208170
Remote Similarity	0.5879	NPC476231
Remote Similarity	0.5876	NPC477259
Remote Similarity	0.5876	NPC169387
Remote Similarity	0.5872	NPC473444
Remote Similarity	0.5872	NPC26589
Remote Similarity	0.5867	NPC471546
Remote Similarity	0.5862	NPC16188
Remote Similarity	0.5862	NPC80928
Remote Similarity	0.586	NPC471648
Remote Similarity	0.586	NPC470544
Remote Similarity	0.5859	NPC473371
Remote Similarity	0.5858	NPC136330
Remote Similarity	0.5858	NPC205178
Remote Similarity	0.5858	NPC277042
Remote Similarity	0.5858	NPC180647
Remote Similarity	0.5858	NPC127741
Remote Similarity	0.5858	NPC251454
Remote Similarity	0.5858	NPC230698
Remote Similarity	0.5858	NPC255817
Remote Similarity	0.5858	NPC73883
Remote Similarity	0.5858	NPC196609
Remote Similarity	0.5855	NPC474364
Remote Similarity	0.5855	NPC83511
Remote Similarity	0.5852	NPC223873
Remote Similarity	0.5852	NPC237649
Remote Similarity	0.5852	NPC300596
Remote Similarity	0.5851	NPC84347
Remote Similarity	0.585	NPC325497
Remote Similarity	0.5848	NPC160747
Remote Similarity	0.5848	NPC150712
Remote Similarity	0.5846	NPC283207
Remote Similarity	0.5843	NPC157311
Remote Similarity	0.5843	NPC255447
Remote Similarity	0.5843	NPC126458

Drug Structure

NPD4911 OpenBabel08211706322D 27 30 0 0 0 0 0 0 0 0999 V2000 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6308 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6308 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4968 -2.9945 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 0.0055 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 1 3 1 0 0 0 0 1 16 2 0 0 0 0 2 4 2 0 0 0 0 2 16 1 0 0 0 0 3 18 2 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 27 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 24 2 0 0 0 0 21 27 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013351
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.13
ALogP	0.7822
MLogP	3.33
XLogP	5.131
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	41.9
RO5 Violation	1