NPASS drugs

Drug Information

Drug ID:	NPD2941
Drug Name:	PF-3557156
Molecular Formula:	C18H21ClN2O4
Canonical SMILES:	OC(=O)[C@@H]1C[C@H](C1)Oc1ccc(c2c1C1(CCCCC1)NC(=N2)O)Cl
Standard InCHI:	InChI=1S/C18H21ClN2O4/c19-12-4-5-13(25-11-8-10(9-11)16(22)23)14-15(12)20-17(24)21-18(14)6-2-1-3-7-18/h4-5,10-11H,1-3,6-9H2,(H,22,23)(H2,20,21,24)/t10-,11-
Standard InCHIKey:	PFDYHSOOBQTYLZ-XYPYZODXSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2941

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	218
0.1-0.2	1236
0.2-0.3	5894
0.3-0.4	7374
0.4-0.5	11748
0.5-0.6	4344
0.6-0.7	76
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	0.6765	NPC474059
Remote Similarity	0.6667	NPC232872
Remote Similarity	0.6582	NPC127362
Remote Similarity	0.649	NPC28510
Remote Similarity	0.6435	NPC87714
Remote Similarity	0.6425	NPC469830
Remote Similarity	0.64	NPC274268
Remote Similarity	0.6396	NPC189661
Remote Similarity	0.6386	NPC168153
Remote Similarity	0.6333	NPC22476
Remote Similarity	0.6314	NPC49583
Remote Similarity	0.6305	NPC8467
Remote Similarity	0.6296	NPC472330
Remote Similarity	0.6296	NPC472329
Remote Similarity	0.6296	NPC232600
Remote Similarity	0.6275	NPC127082
Remote Similarity	0.6269	NPC151030
Remote Similarity	0.6269	NPC269383
Remote Similarity	0.6256	NPC475411
Remote Similarity	0.625	NPC66643
Remote Similarity	0.6237	NPC184161
Remote Similarity	0.6224	NPC10875
Remote Similarity	0.6224	NPC10730
Remote Similarity	0.6215	NPC303214
Remote Similarity	0.6214	NPC134413
Remote Similarity	0.6214	NPC263507
Remote Similarity	0.6214	NPC271958
Remote Similarity	0.6214	NPC45112
Remote Similarity	0.6209	NPC283207
Remote Similarity	0.6195	NPC9475
Remote Similarity	0.6179	NPC203628
Remote Similarity	0.6172	NPC473007
Remote Similarity	0.6171	NPC475133
Remote Similarity	0.6169	NPC19555
Remote Similarity	0.6168	NPC230313
Remote Similarity	0.6165	NPC126515
Remote Similarity	0.6165	NPC274002
Remote Similarity	0.6165	NPC472331
Remote Similarity	0.6161	NPC127996
Remote Similarity	0.6154	NPC219383
Remote Similarity	0.6145	NPC151237
Remote Similarity	0.6139	NPC208280
Remote Similarity	0.6132	NPC473008
Remote Similarity	0.6127	NPC49315
Remote Similarity	0.6126	NPC205926
Remote Similarity	0.6121	NPC471825
Remote Similarity	0.6109	NPC476106
Remote Similarity	0.6099	NPC477160
Remote Similarity	0.6093	NPC243626
Remote Similarity	0.6089	NPC238430
Remote Similarity	0.6089	NPC314861
Remote Similarity	0.6089	NPC119722
Remote Similarity	0.6083	NPC100863
Remote Similarity	0.608	NPC291359
Remote Similarity	0.6078	NPC310894
Remote Similarity	0.6077	NPC469831
Remote Similarity	0.6077	NPC86678
Remote Similarity	0.6071	NPC25961
Remote Similarity	0.6071	NPC476651
Remote Similarity	0.607	NPC37957
Remote Similarity	0.607	NPC153923
Remote Similarity	0.6063	NPC14339
Remote Similarity	0.6063	NPC475147
Remote Similarity	0.6055	NPC241263
Remote Similarity	0.6048	NPC469829
Remote Similarity	0.6047	NPC203972
Remote Similarity	0.6045	NPC288759
Remote Similarity	0.6036	NPC195787
Remote Similarity	0.6036	NPC246140
Remote Similarity	0.6036	NPC477161
Remote Similarity	0.6019	NPC227778
Remote Similarity	0.6018	NPC473460
Remote Similarity	0.6009	NPC194699
Remote Similarity	0.6009	NPC152768
Remote Similarity	0.6009	NPC148183
Remote Similarity	0.6009	NPC219350
Remote Similarity	0.5992	NPC469722
Remote Similarity	0.5991	NPC301292
Remote Similarity	0.5991	NPC313112
Remote Similarity	0.5983	NPC126556
Remote Similarity	0.5973	NPC474077
Remote Similarity	0.5973	NPC291535
Remote Similarity	0.5973	NPC475085
Remote Similarity	0.5973	NPC475112
Remote Similarity	0.5961	NPC299582
Remote Similarity	0.5951	NPC257354
Remote Similarity	0.5948	NPC329830
Remote Similarity	0.5946	NPC471321
Remote Similarity	0.5946	NPC471306
Remote Similarity	0.5938	NPC478075
Remote Similarity	0.5936	NPC470392
Remote Similarity	0.5936	NPC72211
Remote Similarity	0.5931	NPC219397
Remote Similarity	0.5929	NPC269449
Remote Similarity	0.5926	NPC473004
Remote Similarity	0.5915	NPC262725
Remote Similarity	0.5915	NPC150308
Remote Similarity	0.5913	NPC473432
Remote Similarity	0.5911	NPC292143
Remote Similarity	0.5911	NPC139506
Remote Similarity	0.5907	NPC5630
Remote Similarity	0.5907	NPC473569
Remote Similarity	0.5907	NPC174629
Remote Similarity	0.5905	NPC70092
Remote Similarity	0.5905	NPC128115
Remote Similarity	0.5904	NPC273984
Remote Similarity	0.5903	NPC277306
Remote Similarity	0.5903	NPC469442
Remote Similarity	0.5903	NPC218303
Remote Similarity	0.5902	NPC325013
Remote Similarity	0.5895	NPC66191
Remote Similarity	0.5895	NPC316297
Remote Similarity	0.5895	NPC176113
Remote Similarity	0.5895	NPC166667
Remote Similarity	0.5895	NPC314817
Remote Similarity	0.5894	NPC225381
Remote Similarity	0.5894	NPC73280
Remote Similarity	0.589	NPC472191
Remote Similarity	0.5882	NPC313627
Remote Similarity	0.588	NPC128476
Remote Similarity	0.5872	NPC231924
Remote Similarity	0.5868	NPC151171
Remote Similarity	0.5867	NPC132771
Remote Similarity	0.5867	NPC198160
Remote Similarity	0.5862	NPC72291
Remote Similarity	0.5862	NPC222046
Remote Similarity	0.5862	NPC22014
Remote Similarity	0.586	NPC295287
Remote Similarity	0.5859	NPC474366
Remote Similarity	0.5856	NPC214368
Remote Similarity	0.5853	NPC204970
Remote Similarity	0.5852	NPC25539
Remote Similarity	0.5848	NPC473422
Remote Similarity	0.5847	NPC314743
Remote Similarity	0.5846	NPC473874
Remote Similarity	0.5845	NPC70259
Remote Similarity	0.5842	NPC301163
Remote Similarity	0.5837	NPC476069
Remote Similarity	0.5833	NPC473105
Remote Similarity	0.5833	NPC51047
Remote Similarity	0.583	NPC15987
Remote Similarity	0.583	NPC311357
Remote Similarity	0.5829	NPC98416
Remote Similarity	0.5829	NPC283810
Remote Similarity	0.5822	NPC320394
Remote Similarity	0.5821	NPC212699
Remote Similarity	0.5821	NPC207675
Remote Similarity	0.5819	NPC77777
Remote Similarity	0.5819	NPC473041
Remote Similarity	0.5818	NPC478049
Remote Similarity	0.5818	NPC70956
Remote Similarity	0.5818	NPC243834
Remote Similarity	0.5818	NPC314948
Remote Similarity	0.5812	NPC198503
Remote Similarity	0.5812	NPC477532
Remote Similarity	0.5811	NPC67904
Remote Similarity	0.5811	NPC127178
Remote Similarity	0.5808	NPC116178
Remote Similarity	0.5806	NPC1820
Remote Similarity	0.5805	NPC115588
Remote Similarity	0.5805	NPC19175
Remote Similarity	0.5805	NPC21638
Remote Similarity	0.5804	NPC162484
Remote Similarity	0.5802	NPC28368
Remote Similarity	0.5801	NPC470002
Remote Similarity	0.5801	NPC470001
Remote Similarity	0.58	NPC319774
Remote Similarity	0.5799	NPC43787
Remote Similarity	0.5799	NPC205934
Remote Similarity	0.5796	NPC257266
Remote Similarity	0.5796	NPC477999
Remote Similarity	0.5794	NPC235194
Remote Similarity	0.5792	NPC27198
Remote Similarity	0.5792	NPC234933
Remote Similarity	0.5783	NPC217903
Remote Similarity	0.5783	NPC321166
Remote Similarity	0.5783	NPC30749
Remote Similarity	0.5782	NPC316161
Remote Similarity	0.5776	NPC195636
Remote Similarity	0.5775	NPC272375
Remote Similarity	0.5771	NPC257728
Remote Similarity	0.5769	NPC85482
Remote Similarity	0.5769	NPC174760
Remote Similarity	0.5764	NPC87413
Remote Similarity	0.576	NPC133609
Remote Similarity	0.5759	NPC1464
Remote Similarity	0.5759	NPC237227
Remote Similarity	0.575	NPC300114
Remote Similarity	0.5746	NPC209769
Remote Similarity	0.5746	NPC153365
Remote Similarity	0.5744	NPC328287
Remote Similarity	0.5743	NPC56635
Remote Similarity	0.5743	NPC315257
Remote Similarity	0.5741	NPC21425
Remote Similarity	0.5739	NPC305542
Remote Similarity	0.5739	NPC48353
Remote Similarity	0.5738	NPC131486
Remote Similarity	0.5737	NPC189079
Remote Similarity	0.5735	NPC315631
Remote Similarity	0.5735	NPC231862

Drug Structure

NPD2941 OpenBabel08211702562D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.1895 -3.6390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8966 -4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9319 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8625 -4.0872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4142 -2.4142 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 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7944 -3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5708 -0.6718 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.0532 -2.6037 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8284 -3.8284 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4483 1.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 0.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5015 -4.2767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7071 -1.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5696 -4.7944 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 1.1554 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2426 -5.2426 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 18 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 10 16 1 1 0 0 0 11 25 1 6 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 25 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 21 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005802
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.12
ALogP	-0.0457
MLogP	2.67
XLogP	3.437
HDA	5
HBD	3
Rotatable Bonds	6
TPSA	91.15
RO5 Violation	0