NPASS drugs

Drug Information

Drug ID:	NPD6146
Drug Name:
Molecular Formula:	C25H21F3N2O4
Canonical SMILES:	COc1cccc(c1c1ccc(cc1)C(F)(F)F)C(=O)NC1N(CCc2c1cccc2)C(=O)O
Standard InCHI:	InChI=1S/C25H21F3N2O4/c1-34-20-8-4-7-19(21(20)16-9-11-17(12-10-16)25(26,27)28)23(31)29-22-18-6-3-2-5-15(18)13-14-30(22)24(32)33/h2-12,22H,13-14H2,1H3,(H,29,31)(H,32,33)
Standard InCHIKey:	QQQSLUJJBRKRHP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6146

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	212
0.1-0.2	1037
0.2-0.3	3685
0.3-0.4	8916
0.4-0.5	3338
0.5-0.6	11673
0.6-0.7	1986
0.7-0.8	43
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	0.7554	NPC222524
Intermediate Similarity	0.7473	NPC99723
Intermediate Similarity	0.7455	NPC266425
Intermediate Similarity	0.7368	NPC477259
Intermediate Similarity	0.7368	NPC169387
Intermediate Similarity	0.7354	NPC116007
Intermediate Similarity	0.733	NPC119669
Intermediate Similarity	0.7293	NPC153631
Intermediate Similarity	0.7282	NPC24228
Intermediate Similarity	0.7277	NPC124626
Intermediate Similarity	0.7268	NPC469816
Intermediate Similarity	0.7268	NPC469815
Intermediate Similarity	0.7263	NPC29647
Intermediate Similarity	0.724	NPC208890
Intermediate Similarity	0.7238	NPC135006
Intermediate Similarity	0.7234	NPC121400
Intermediate Similarity	0.7231	NPC477258
Intermediate Similarity	0.7222	NPC79328
Intermediate Similarity	0.7194	NPC281629
Intermediate Similarity	0.7176	NPC471316
Intermediate Similarity	0.7173	NPC83511
Intermediate Similarity	0.7143	NPC125924
Intermediate Similarity	0.712	NPC209377
Intermediate Similarity	0.7112	NPC67978
Intermediate Similarity	0.7112	NPC303581
Intermediate Similarity	0.7105	NPC27887
Intermediate Similarity	0.7088	NPC7393
Intermediate Similarity	0.7085	NPC469689
Intermediate Similarity	0.7085	NPC471031
Intermediate Similarity	0.7081	NPC195392
Intermediate Similarity	0.7081	NPC223077
Intermediate Similarity	0.7081	NPC56887
Intermediate Similarity	0.7081	NPC193853
Intermediate Similarity	0.7077	NPC226708
Intermediate Similarity	0.7059	NPC46990
Intermediate Similarity	0.7044	NPC308943
Intermediate Similarity	0.7037	NPC308267
Intermediate Similarity	0.7035	NPC5374
Intermediate Similarity	0.7021	NPC227683
Intermediate Similarity	0.7019	NPC38964
Intermediate Similarity	0.7011	NPC60186
Intermediate Similarity	0.7005	NPC241055
Intermediate Similarity	0.7	NPC470406
Remote Similarity	0.6995	NPC221864
Remote Similarity	0.6978	NPC203784
Remote Similarity	0.6978	NPC126519
Remote Similarity	0.6978	NPC170503
Remote Similarity	0.6961	NPC222561
Remote Similarity	0.6957	NPC230956
Remote Similarity	0.6957	NPC235143
Remote Similarity	0.6957	NPC119649
Remote Similarity	0.6957	NPC271388
Remote Similarity	0.6957	NPC205255
Remote Similarity	0.6954	NPC470407
Remote Similarity	0.6952	NPC82056
Remote Similarity	0.6932	NPC69755
Remote Similarity	0.6927	NPC220961
Remote Similarity	0.6923	NPC123323
Remote Similarity	0.6919	NPC80759
Remote Similarity	0.6919	NPC79402
Remote Similarity	0.6915	NPC86469
Remote Similarity	0.6911	NPC241704
Remote Similarity	0.691	NPC253883
Remote Similarity	0.691	NPC95075
Remote Similarity	0.691	NPC90844
Remote Similarity	0.691	NPC144863
Remote Similarity	0.6906	NPC26601
Remote Similarity	0.69	NPC71124
Remote Similarity	0.6898	NPC35627
Remote Similarity	0.6898	NPC476573
Remote Similarity	0.6898	NPC81247
Remote Similarity	0.6897	NPC207971
Remote Similarity	0.689	NPC298449
Remote Similarity	0.689	NPC55470
Remote Similarity	0.6888	NPC166979
Remote Similarity	0.6872	NPC470019
Remote Similarity	0.6868	NPC477564
Remote Similarity	0.6868	NPC2295
Remote Similarity	0.6863	NPC268077
Remote Similarity	0.6857	NPC470925
Remote Similarity	0.6856	NPC235194
Remote Similarity	0.6851	NPC326316
Remote Similarity	0.6851	NPC81733
Remote Similarity	0.6845	NPC100573
Remote Similarity	0.6845	NPC207873
Remote Similarity	0.6839	NPC186647
Remote Similarity	0.6839	NPC32154
Remote Similarity	0.6837	NPC329790
Remote Similarity	0.6833	NPC60538
Remote Similarity	0.6833	NPC219162
Remote Similarity	0.6833	NPC92541
Remote Similarity	0.6833	NPC207824
Remote Similarity	0.6831	NPC244112
Remote Similarity	0.6816	NPC16107
Remote Similarity	0.6816	NPC476151
Remote Similarity	0.6816	NPC51957
Remote Similarity	0.6816	NPC210437
Remote Similarity	0.6816	NPC476144
Remote Similarity	0.6816	NPC106295
Remote Similarity	0.6809	NPC304659
Remote Similarity	0.6809	NPC86144
Remote Similarity	0.6807	NPC217277
Remote Similarity	0.6806	NPC66341
Remote Similarity	0.6806	NPC192135
Remote Similarity	0.6806	NPC477020
Remote Similarity	0.6804	NPC230276
Remote Similarity	0.6798	NPC53016
Remote Similarity	0.6791	NPC233650
Remote Similarity	0.6791	NPC476569
Remote Similarity	0.6791	NPC475393
Remote Similarity	0.6789	NPC477562
Remote Similarity	0.6789	NPC26240
Remote Similarity	0.6789	NPC69712
Remote Similarity	0.6786	NPC218323
Remote Similarity	0.6784	NPC254957
Remote Similarity	0.6782	NPC207239
Remote Similarity	0.678	NPC149780
Remote Similarity	0.6779	NPC197125
Remote Similarity	0.6778	NPC130941
Remote Similarity	0.6778	NPC7467
Remote Similarity	0.6774	NPC166014
Remote Similarity	0.6774	NPC27410
Remote Similarity	0.6769	NPC116284
Remote Similarity	0.6765	NPC57552
Remote Similarity	0.6763	NPC1249
Remote Similarity	0.6761	NPC476191
Remote Similarity	0.6761	NPC474915
Remote Similarity	0.6761	NPC328750
Remote Similarity	0.6761	NPC1268
Remote Similarity	0.6761	NPC188163
Remote Similarity	0.6761	NPC213206
Remote Similarity	0.6758	NPC277669
Remote Similarity	0.6758	NPC300983
Remote Similarity	0.6758	NPC76213
Remote Similarity	0.6758	NPC476579
Remote Similarity	0.6757	NPC3898
Remote Similarity	0.6757	NPC476572
Remote Similarity	0.6755	NPC471651
Remote Similarity	0.6755	NPC134858
Remote Similarity	0.6755	NPC168409
Remote Similarity	0.6755	NPC169743
Remote Similarity	0.6753	NPC40496
Remote Similarity	0.6753	NPC119068
Remote Similarity	0.6746	NPC428300
Remote Similarity	0.6744	NPC183103
Remote Similarity	0.674	NPC477565
Remote Similarity	0.674	NPC103379
Remote Similarity	0.6739	NPC278799
Remote Similarity	0.6739	NPC207757
Remote Similarity	0.6739	NPC76079
Remote Similarity	0.6739	NPC189266
Remote Similarity	0.6739	NPC184026
Remote Similarity	0.6739	NPC172765
Remote Similarity	0.6739	NPC2413
Remote Similarity	0.6739	NPC325871
Remote Similarity	0.6739	NPC80129
Remote Similarity	0.6739	NPC276588
Remote Similarity	0.6739	NPC54379
Remote Similarity	0.6739	NPC110416
Remote Similarity	0.6739	NPC193949
Remote Similarity	0.6739	NPC5238
Remote Similarity	0.6739	NPC249797
Remote Similarity	0.6739	NPC469817
Remote Similarity	0.6739	NPC187022
Remote Similarity	0.6739	NPC295691
Remote Similarity	0.6739	NPC127674
Remote Similarity	0.6739	NPC204828
Remote Similarity	0.6739	NPC39701
Remote Similarity	0.6739	NPC99659
Remote Similarity	0.6733	NPC124302
Remote Similarity	0.6733	NPC215098
Remote Similarity	0.6733	NPC70290
Remote Similarity	0.6733	NPC14622
Remote Similarity	0.6733	NPC17677
Remote Similarity	0.6733	NPC73020
Remote Similarity	0.6733	NPC46744
Remote Similarity	0.6723	NPC473499
Remote Similarity	0.6718	NPC257269
Remote Similarity	0.6717	NPC283207
Remote Similarity	0.6717	NPC237579
Remote Similarity	0.6705	NPC314682
Remote Similarity	0.6704	NPC185838
Remote Similarity	0.6703	NPC472841
Remote Similarity	0.6703	NPC133817
Remote Similarity	0.6703	NPC186063
Remote Similarity	0.6703	NPC476443
Remote Similarity	0.6702	NPC59567
Remote Similarity	0.6702	NPC324144
Remote Similarity	0.6702	NPC1229
Remote Similarity	0.6702	NPC6152
Remote Similarity	0.6702	NPC152212
Remote Similarity	0.6702	NPC189470
Remote Similarity	0.6686	NPC141934
Remote Similarity	0.6685	NPC128019
Remote Similarity	0.6685	NPC428
Remote Similarity	0.6685	NPC147390
Remote Similarity	0.6685	NPC246587
Remote Similarity	0.6685	NPC135538
Remote Similarity	0.6685	NPC39361
Remote Similarity	0.6685	NPC470708

Drug Structure

NPD6146 OpenBabel08211709092D 36 39 0 0 1 0 0 0 0 0999 V2000 3.4641 -6.0000 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 3.4641 -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 -0.8660 -2.5000 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 3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 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 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -5.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -7.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 15 2 0 0 0 0 6 18 2 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 16 2 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 30 1 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 34 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 29 1 0 0 0 0 23 31 2 0 0 0 0 24 30 1 0 0 0 0 24 32 2 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 29 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001850
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56842149
ChEBI
CAS Number

Drug Properties

Molecular Weight	470.15
ALogP	0.5782
MLogP	3.22
XLogP	7.719
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	78.87
RO5 Violation	1