NPASS drugs

Drug Information

Drug ID:	NPD6844
Drug Name:	NPC-16377
Molecular Formula:	C27H33NO4
Canonical SMILES:	OC1CCN(CC1)CCCCCCOc1ccc2c(c1)c(=O)c(c(o2)c1ccccc1)C
Standard InCHI:	InChI=1S/C27H33NO4/c1-20-26(30)24-19-23(11-12-25(24)32-27(20)21-9-5-4-6-10-21)31-18-8-3-2-7-15-28-16-13-22(29)14-17-28/h4-6,9-12,19,22,29H,2-3,7-8,13-18H2,1H3
Standard InCHIKey:	RFUIYSLMVBVREF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6844

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	149
0.1-0.2	846
0.2-0.3	2395
0.3-0.4	6710
0.4-0.5	6214
0.5-0.6	4393
0.6-0.7	7575
0.7-0.8	2601
0.8-0.85	7
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	0.8276	NPC298884
Intermediate Similarity	0.8231	NPC7569
Intermediate Similarity	0.8176	NPC141549
Intermediate Similarity	0.8108	NPC278787
Intermediate Similarity	0.8075	NPC133817
Intermediate Similarity	0.8075	NPC476443
Intermediate Similarity	0.8	NPC474340
Intermediate Similarity	0.7895	NPC477210
Intermediate Similarity	0.7891	NPC224657
Intermediate Similarity	0.7885	NPC145673
Intermediate Similarity	0.7881	NPC118253
Intermediate Similarity	0.787	NPC129578
Intermediate Similarity	0.7866	NPC469507
Intermediate Similarity	0.7834	NPC329493
Intermediate Similarity	0.7791	NPC474843
Intermediate Similarity	0.7785	NPC470841
Intermediate Similarity	0.7784	NPC469437
Intermediate Similarity	0.7784	NPC3629
Intermediate Similarity	0.7778	NPC37348
Intermediate Similarity	0.7778	NPC83019
Intermediate Similarity	0.7756	NPC18457
Intermediate Similarity	0.7755	NPC93730
Intermediate Similarity	0.775	NPC469758
Intermediate Similarity	0.774	NPC314329
Intermediate Similarity	0.7725	NPC471976
Intermediate Similarity	0.7722	NPC204580
Intermediate Similarity	0.7716	NPC266499
Intermediate Similarity	0.7716	NPC223988
Intermediate Similarity	0.7707	NPC473499
Intermediate Similarity	0.7692	NPC98395
Intermediate Similarity	0.7688	NPC469764
Intermediate Similarity	0.7688	NPC97662
Intermediate Similarity	0.7688	NPC309692
Intermediate Similarity	0.7688	NPC473951
Intermediate Similarity	0.7677	NPC472881
Intermediate Similarity	0.7669	NPC120105
Intermediate Similarity	0.7669	NPC472633
Intermediate Similarity	0.7669	NPC101957
Intermediate Similarity	0.7665	NPC186113
Intermediate Similarity	0.7655	NPC54243
Intermediate Similarity	0.7654	NPC186397
Intermediate Similarity	0.7654	NPC37135
Intermediate Similarity	0.7647	NPC472882
Intermediate Similarity	0.764	NPC308799
Intermediate Similarity	0.7636	NPC472915
Intermediate Similarity	0.7636	NPC135522
Intermediate Similarity	0.7613	NPC281513
Intermediate Similarity	0.7613	NPC22222
Intermediate Similarity	0.7611	NPC264938
Intermediate Similarity	0.761	NPC214919
Intermediate Similarity	0.761	NPC124467
Intermediate Similarity	0.7605	NPC470402
Intermediate Similarity	0.7605	NPC281137
Intermediate Similarity	0.7605	NPC282390
Intermediate Similarity	0.7605	NPC177742
Intermediate Similarity	0.76	NPC474264
Intermediate Similarity	0.7595	NPC477537
Intermediate Similarity	0.7595	NPC477535
Intermediate Similarity	0.7593	NPC478018
Intermediate Similarity	0.7593	NPC113428
Intermediate Similarity	0.7593	NPC61284
Intermediate Similarity	0.7593	NPC46941
Intermediate Similarity	0.759	NPC37392
Intermediate Similarity	0.759	NPC477530
Intermediate Similarity	0.7586	NPC327005
Intermediate Similarity	0.7586	NPC32298
Intermediate Similarity	0.7584	NPC193805
Intermediate Similarity	0.7584	NPC56332
Intermediate Similarity	0.7584	NPC4012
Intermediate Similarity	0.7582	NPC301717
Intermediate Similarity	0.7578	NPC87486
Intermediate Similarity	0.7578	NPC124780
Intermediate Similarity	0.7576	NPC215811
Intermediate Similarity	0.7576	NPC281272
Intermediate Similarity	0.7566	NPC238309
Intermediate Similarity	0.7564	NPC64157
Intermediate Similarity	0.7564	NPC471316
Intermediate Similarity	0.7564	NPC77955
Intermediate Similarity	0.7564	NPC278832
Intermediate Similarity	0.7562	NPC159855
Intermediate Similarity	0.7562	NPC169479
Intermediate Similarity	0.7562	NPC73028
Intermediate Similarity	0.7558	NPC243877
Intermediate Similarity	0.7558	NPC135345
Intermediate Similarity	0.7554	NPC316164
Intermediate Similarity	0.7547	NPC124365
Intermediate Similarity	0.7546	NPC132592
Intermediate Similarity	0.7546	NPC160821
Intermediate Similarity	0.7546	NPC474107
Intermediate Similarity	0.7545	NPC472916
Intermediate Similarity	0.7545	NPC78492
Intermediate Similarity	0.7545	NPC208152
Intermediate Similarity	0.7534	NPC35744
Intermediate Similarity	0.7534	NPC201284
Intermediate Similarity	0.7533	NPC2771
Intermediate Similarity	0.7532	NPC477408
Intermediate Similarity	0.7532	NPC475045
Intermediate Similarity	0.7531	NPC472629
Intermediate Similarity	0.7531	NPC187282
Intermediate Similarity	0.7531	NPC211565
Intermediate Similarity	0.7531	NPC299011
Intermediate Similarity	0.7531	NPC290133
Intermediate Similarity	0.7531	NPC24136
Intermediate Similarity	0.7531	NPC60389
Intermediate Similarity	0.7531	NPC300540
Intermediate Similarity	0.7531	NPC301949
Intermediate Similarity	0.753	NPC472583
Intermediate Similarity	0.753	NPC230439
Intermediate Similarity	0.753	NPC178964
Intermediate Similarity	0.753	NPC7989
Intermediate Similarity	0.753	NPC299761
Intermediate Similarity	0.753	NPC92153
Intermediate Similarity	0.753	NPC95842
Intermediate Similarity	0.753	NPC279281
Intermediate Similarity	0.753	NPC223701
Intermediate Similarity	0.753	NPC280530
Intermediate Similarity	0.753	NPC469405
Intermediate Similarity	0.753	NPC193200
Intermediate Similarity	0.753	NPC280937
Intermediate Similarity	0.7529	NPC473961
Intermediate Similarity	0.7529	NPC475155
Intermediate Similarity	0.7516	NPC130976
Intermediate Similarity	0.7516	NPC89664
Intermediate Similarity	0.7516	NPC23955
Intermediate Similarity	0.7516	NPC274085
Intermediate Similarity	0.7515	NPC39819
Intermediate Similarity	0.7515	NPC308451
Intermediate Similarity	0.7515	NPC208043
Intermediate Similarity	0.7515	NPC226973
Intermediate Similarity	0.75	NPC317492
Intermediate Similarity	0.75	NPC200221
Intermediate Similarity	0.75	NPC210084
Intermediate Similarity	0.75	NPC48208
Intermediate Similarity	0.75	NPC156057
Intermediate Similarity	0.75	NPC181960
Intermediate Similarity	0.75	NPC5173
Intermediate Similarity	0.75	NPC474052
Intermediate Similarity	0.75	NPC128293
Intermediate Similarity	0.75	NPC473562
Intermediate Similarity	0.75	NPC162869
Intermediate Similarity	0.75	NPC294502
Intermediate Similarity	0.75	NPC99597
Intermediate Similarity	0.75	NPC196448
Intermediate Similarity	0.75	NPC133585
Intermediate Similarity	0.75	NPC474208
Intermediate Similarity	0.75	NPC475267
Intermediate Similarity	0.75	NPC474836
Intermediate Similarity	0.7485	NPC2928
Intermediate Similarity	0.7485	NPC256612
Intermediate Similarity	0.7485	NPC110303
Intermediate Similarity	0.7485	NPC20830
Intermediate Similarity	0.7485	NPC71055
Intermediate Similarity	0.7485	NPC283234
Intermediate Similarity	0.7485	NPC23728
Intermediate Similarity	0.7485	NPC127415
Intermediate Similarity	0.7485	NPC477958
Intermediate Similarity	0.7485	NPC205522
Intermediate Similarity	0.7485	NPC473077
Intermediate Similarity	0.7485	NPC472909
Intermediate Similarity	0.7485	NPC296998
Intermediate Similarity	0.7485	NPC213622
Intermediate Similarity	0.7484	NPC470871
Intermediate Similarity	0.7471	NPC35345
Intermediate Similarity	0.7471	NPC132737
Intermediate Similarity	0.7471	NPC308992
Intermediate Similarity	0.7471	NPC105511
Intermediate Similarity	0.747	NPC56232
Intermediate Similarity	0.747	NPC150123
Intermediate Similarity	0.747	NPC244583
Intermediate Similarity	0.747	NPC10807
Intermediate Similarity	0.747	NPC161881
Intermediate Similarity	0.747	NPC134677
Intermediate Similarity	0.747	NPC75069
Intermediate Similarity	0.7469	NPC470890
Intermediate Similarity	0.7469	NPC47152
Intermediate Similarity	0.7469	NPC224714
Intermediate Similarity	0.7469	NPC184649
Intermediate Similarity	0.7469	NPC236766
Intermediate Similarity	0.7469	NPC303185
Intermediate Similarity	0.7469	NPC311144
Intermediate Similarity	0.7469	NPC197252
Intermediate Similarity	0.7468	NPC474143
Intermediate Similarity	0.7468	NPC475005
Intermediate Similarity	0.7468	NPC474943
Intermediate Similarity	0.7468	NPC474246
Intermediate Similarity	0.7457	NPC295082
Intermediate Similarity	0.7457	NPC14662
Intermediate Similarity	0.7456	NPC469658
Intermediate Similarity	0.7456	NPC57072
Intermediate Similarity	0.7456	NPC329091
Intermediate Similarity	0.7456	NPC231475
Intermediate Similarity	0.7455	NPC184136
Intermediate Similarity	0.7455	NPC29777
Intermediate Similarity	0.7455	NPC471115
Intermediate Similarity	0.7455	NPC475890
Intermediate Similarity	0.7455	NPC61258
Intermediate Similarity	0.7455	NPC227122
Intermediate Similarity	0.7455	NPC306821
Intermediate Similarity	0.7453	NPC257404
Intermediate Similarity	0.7453	NPC476473

Drug Structure

NPD6844 OpenBabel08211710072D 33 36 0 0 0 0 0 0 0 0999 V2000 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 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 2.5981 -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 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 11.2583 -0.5000 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 1.7321 -0.0000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 12.9904 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 23 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 28 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 31 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 20 27 2 0 0 0 0 21 27 1 0 0 0 0 22 29 1 0 0 0 0 23 31 1 0 0 0 0 24 25 2 0 0 0 0 24 26 1 0 0 0 0 25 32 1 0 0 0 0 26 30 2 0 0 0 0 27 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006129
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.24
ALogP	-2.2837
MLogP	3.88
XLogP	5.945
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	59
RO5 Violation	1