NPASS drugs

Drug Information

Drug ID:	NPD3764
Drug Name:	Phenolphthalein
Molecular Formula:	C20H14O4
Canonical SMILES:	Oc1ccc(cc1)C1(OC(=O)c2c1cccc2)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H
Standard InCHIKey:	KJFMBFZCATUALV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3764

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	226
0.1-0.2	1119
0.2-0.3	1758
0.3-0.4	4477
0.4-0.5	8335
0.5-0.6	3437
0.6-0.7	6945
0.7-0.8	4523
0.8-0.85	69
0.85-0.9	1
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
High Similarity	0.8561	NPC214246
Intermediate Similarity	0.8417	NPC290664
Intermediate Similarity	0.8392	NPC119767
Intermediate Similarity	0.8357	NPC91546
Intermediate Similarity	0.8346	NPC2596
Intermediate Similarity	0.8333	NPC301915
Intermediate Similarity	0.8333	NPC128249
Intermediate Similarity	0.8333	NPC261292
Intermediate Similarity	0.8322	NPC147250
Intermediate Similarity	0.8296	NPC318799
Intermediate Similarity	0.8284	NPC94810
Intermediate Similarity	0.8264	NPC155910
Intermediate Similarity	0.8264	NPC17042
Intermediate Similarity	0.8258	NPC137416
Intermediate Similarity	0.8235	NPC477407
Intermediate Similarity	0.8203	NPC471033
Intermediate Similarity	0.8203	NPC27633
Intermediate Similarity	0.8203	NPC311091
Intermediate Similarity	0.8203	NPC94298
Intermediate Similarity	0.8195	NPC204579
Intermediate Similarity	0.8195	NPC110211
Intermediate Similarity	0.8189	NPC131192
Intermediate Similarity	0.8168	NPC46634
Intermediate Similarity	0.8168	NPC91478
Intermediate Similarity	0.8156	NPC254994
Intermediate Similarity	0.8156	NPC155205
Intermediate Similarity	0.8151	NPC478219
Intermediate Similarity	0.8151	NPC261322
Intermediate Similarity	0.8138	NPC77903
Intermediate Similarity	0.8138	NPC17101
Intermediate Similarity	0.8129	NPC156307
Intermediate Similarity	0.8125	NPC208293
Intermediate Similarity	0.8125	NPC131766
Intermediate Similarity	0.8121	NPC203757
Intermediate Similarity	0.812	NPC49938
Intermediate Similarity	0.8112	NPC476473
Intermediate Similarity	0.8095	NPC205766
Intermediate Similarity	0.8092	NPC120545
Intermediate Similarity	0.8085	NPC134969
Intermediate Similarity	0.8074	NPC79332
Intermediate Similarity	0.8074	NPC229894
Intermediate Similarity	0.8071	NPC62907
Intermediate Similarity	0.8069	NPC202112
Intermediate Similarity	0.8069	NPC51513
Intermediate Similarity	0.8056	NPC471305
Intermediate Similarity	0.8045	NPC184219
Intermediate Similarity	0.8045	NPC164014
Intermediate Similarity	0.8043	NPC472591
Intermediate Similarity	0.8042	NPC474300
Intermediate Similarity	0.8042	NPC478250
Intermediate Similarity	0.8041	NPC267091
Intermediate Similarity	0.803	NPC283514
Intermediate Similarity	0.803	NPC67300
Intermediate Similarity	0.803	NPC68167
Intermediate Similarity	0.8028	NPC38473
Intermediate Similarity	0.8016	NPC17693
Intermediate Similarity	0.8015	NPC99731
Intermediate Similarity	0.8015	NPC194979
Intermediate Similarity	0.8014	NPC62735
Intermediate Similarity	0.8014	NPC81835
Intermediate Similarity	0.8014	NPC61590
Intermediate Similarity	0.8013	NPC143328
Intermediate Similarity	0.8	NPC326847
Intermediate Similarity	0.8	NPC475955
Intermediate Similarity	0.8	NPC80489
Intermediate Similarity	0.8	NPC223616
Intermediate Similarity	0.8	NPC471345
Intermediate Similarity	0.8	NPC474726
Intermediate Similarity	0.8	NPC163029
Intermediate Similarity	0.8	NPC141934
Intermediate Similarity	0.7987	NPC478220
Intermediate Similarity	0.7986	NPC21873
Intermediate Similarity	0.7986	NPC271451
Intermediate Similarity	0.7986	NPC66593
Intermediate Similarity	0.7986	NPC477594
Intermediate Similarity	0.7986	NPC474692
Intermediate Similarity	0.7985	NPC103540
Intermediate Similarity	0.7984	NPC76308
Intermediate Similarity	0.7984	NPC325295
Intermediate Similarity	0.7973	NPC243891
Intermediate Similarity	0.7971	NPC302844
Intermediate Similarity	0.797	NPC14141
Intermediate Similarity	0.7969	NPC322197
Intermediate Similarity	0.7959	NPC279442
Intermediate Similarity	0.7959	NPC221352
Intermediate Similarity	0.7958	NPC26924
Intermediate Similarity	0.7958	NPC1268
Intermediate Similarity	0.7958	NPC295339
Intermediate Similarity	0.7958	NPC191280
Intermediate Similarity	0.7958	NPC112789
Intermediate Similarity	0.7958	NPC19622
Intermediate Similarity	0.7956	NPC109778
Intermediate Similarity	0.7955	NPC198336
Intermediate Similarity	0.7947	NPC109765
Intermediate Similarity	0.7945	NPC25844
Intermediate Similarity	0.7943	NPC119542
Intermediate Similarity	0.7943	NPC62272
Intermediate Similarity	0.7943	NPC170718
Intermediate Similarity	0.7941	NPC473744
Intermediate Similarity	0.7933	NPC477691
Intermediate Similarity	0.7933	NPC478218
Intermediate Similarity	0.7931	NPC260152
Intermediate Similarity	0.7929	NPC477596
Intermediate Similarity	0.7922	NPC322982
Intermediate Similarity	0.7922	NPC143402
Intermediate Similarity	0.792	NPC79543
Intermediate Similarity	0.7919	NPC270268
Intermediate Similarity	0.7917	NPC250755
Intermediate Similarity	0.791	NPC288945
Intermediate Similarity	0.7905	NPC179128
Intermediate Similarity	0.7905	NPC162569
Intermediate Similarity	0.7905	NPC327962
Intermediate Similarity	0.7905	NPC87630
Intermediate Similarity	0.7905	NPC35160
Intermediate Similarity	0.7905	NPC116292
Intermediate Similarity	0.7905	NPC267469
Intermediate Similarity	0.7902	NPC168471
Intermediate Similarity	0.7902	NPC315578
Intermediate Similarity	0.7902	NPC275903
Intermediate Similarity	0.7899	NPC7012
Intermediate Similarity	0.7899	NPC473777
Intermediate Similarity	0.7899	NPC18798
Intermediate Similarity	0.7895	NPC167098
Intermediate Similarity	0.7895	NPC202495
Intermediate Similarity	0.7895	NPC296044
Intermediate Similarity	0.7891	NPC66991
Intermediate Similarity	0.7891	NPC325032
Intermediate Similarity	0.7891	NPC12305
Intermediate Similarity	0.7891	NPC5568
Intermediate Similarity	0.7891	NPC477483
Intermediate Similarity	0.7891	NPC81808
Intermediate Similarity	0.7887	NPC472602
Intermediate Similarity	0.7887	NPC221104
Intermediate Similarity	0.7883	NPC117899
Intermediate Similarity	0.7883	NPC226855
Intermediate Similarity	0.7881	NPC66029
Intermediate Similarity	0.7881	NPC99199
Intermediate Similarity	0.7881	NPC478133
Intermediate Similarity	0.7881	NPC472835
Intermediate Similarity	0.7877	NPC75295
Intermediate Similarity	0.7872	NPC291454
Intermediate Similarity	0.7868	NPC209959
Intermediate Similarity	0.7868	NPC121104
Intermediate Similarity	0.7868	NPC158654
Intermediate Similarity	0.7868	NPC22783
Intermediate Similarity	0.7867	NPC477690
Intermediate Similarity	0.7867	NPC41326
Intermediate Similarity	0.7863	NPC264976
Intermediate Similarity	0.7863	NPC61779
Intermediate Similarity	0.7857	NPC175943
Intermediate Similarity	0.7857	NPC288089
Intermediate Similarity	0.7857	NPC311339
Intermediate Similarity	0.7857	NPC183700
Intermediate Similarity	0.7852	NPC295036
Intermediate Similarity	0.7852	NPC309979
Intermediate Similarity	0.7852	NPC307780
Intermediate Similarity	0.7852	NPC470107
Intermediate Similarity	0.7847	NPC53649
Intermediate Similarity	0.7847	NPC470842
Intermediate Similarity	0.7847	NPC257003
Intermediate Similarity	0.7842	NPC307289
Intermediate Similarity	0.784	NPC206341
Intermediate Similarity	0.7836	NPC212541
Intermediate Similarity	0.7836	NPC375356
Intermediate Similarity	0.7832	NPC29771
Intermediate Similarity	0.7832	NPC256463
Intermediate Similarity	0.7832	NPC471602
Intermediate Similarity	0.7832	NPC299405
Intermediate Similarity	0.7832	NPC111422
Intermediate Similarity	0.7832	NPC476477
Intermediate Similarity	0.7832	NPC275356
Intermediate Similarity	0.7832	NPC306835
Intermediate Similarity	0.7832	NPC216312
Intermediate Similarity	0.7829	NPC478223
Intermediate Similarity	0.7829	NPC123208
Intermediate Similarity	0.7826	NPC86774
Intermediate Similarity	0.7826	NPC327457
Intermediate Similarity	0.7823	NPC286038
Intermediate Similarity	0.7823	NPC229264
Intermediate Similarity	0.7817	NPC308976
Intermediate Similarity	0.7817	NPC70380
Intermediate Similarity	0.7817	NPC477592
Intermediate Similarity	0.7815	NPC281703
Intermediate Similarity	0.7815	NPC125487
Intermediate Similarity	0.7815	NPC474622
Intermediate Similarity	0.7815	NPC474621
Intermediate Similarity	0.781	NPC2401
Intermediate Similarity	0.781	NPC282923
Intermediate Similarity	0.781	NPC95537
Intermediate Similarity	0.781	NPC234175
Intermediate Similarity	0.781	NPC193203
Intermediate Similarity	0.781	NPC217431
Intermediate Similarity	0.7808	NPC21599
Intermediate Similarity	0.7808	NPC257025
Intermediate Similarity	0.7808	NPC71739
Intermediate Similarity	0.7808	NPC295696
Intermediate Similarity	0.7808	NPC193703
Intermediate Similarity	0.7806	NPC116838
Intermediate Similarity	0.7806	NPC198796
Intermediate Similarity	0.7806	NPC22130

Drug Structure

NPD3764 OpenBabel08211704332D 26 29 0 0 0 0 0 0 0 0999 V2000 -3.1933 0.1846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9923 1.1302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4749 -0.4622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0729 1.4289 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2811 2.8164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1183 1.3664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2303 2.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4440 2.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1183 3.2998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9555 1.8498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2303 3.2998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4440 3.2998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2811 1.8498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3932 1.8498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9555 2.8164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3932 3.7831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5555 -0.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3545 0.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7184 -0.6468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3932 0.8831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7926 3.2998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3932 4.7498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6173 -1.6082 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 4.6298 2.8164 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2303 5.2331 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 18 2 0 0 0 0 5 9 1 0 0 0 0 5 13 2 0 0 0 0 6 10 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015716
DrugBank	DB04824
ChEMBL	CHEMBL63857
IUPHAR/BPS
PharmaGKB	PA450915
KEGG Drug	D05456
PubChem CID
ChEBI	34914
CAS Number	77-09-8

Drug Properties

Molecular Weight	318.09
ALogP	-1.2966
MLogP	3.22
XLogP	4.91
HDA	2
HBD	2
Rotatable Bonds	4
TPSA	66.76
RO5 Violation	0