NPASS drugs

Drug Information

Drug ID:	NPD4698
Drug Name:
Molecular Formula:	C21H29Cl2FN2O2
Canonical SMILES:	Clc1cc(Cl)cc(c1)C(=NCC1(F)CCN(CC1)C[C@H]1CCOC(C1)(C)C)O
Standard InCHI:	InChI=1S/C21H29Cl2FN2O2/c1-20(2)12-15(3-8-28-20)13-26-6-4-21(24,5-7-26)14-25-19(27)16-9-17(22)11-18(23)10-16/h9-11,15H,3-8,12-14H2,1-2H3,(H,25,27)/t15-/m0/s1
Standard InCHIKey:	DKNDOKIVCXTFHJ-HNNXBMFYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4698

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	102
0.1-0.2	872
0.2-0.3	3585
0.3-0.4	10817
0.4-0.5	13014
0.5-0.6	2395
0.6-0.7	105
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	0.6947	NPC292758
Remote Similarity	0.6947	NPC65855
Remote Similarity	0.688	NPC33168
Remote Similarity	0.6769	NPC211551
Remote Similarity	0.6711	NPC316906
Remote Similarity	0.6694	NPC265521
Remote Similarity	0.6557	NPC198747
Remote Similarity	0.6554	NPC3202
Remote Similarity	0.6516	NPC44649
Remote Similarity	0.6516	NPC328824
Remote Similarity	0.651	NPC132847
Remote Similarity	0.6496	NPC1986
Remote Similarity	0.6496	NPC474544
Remote Similarity	0.6489	NPC471310
Remote Similarity	0.6462	NPC214200
Remote Similarity	0.6462	NPC228400
Remote Similarity	0.6457	NPC58674
Remote Similarity	0.6434	NPC109151
Remote Similarity	0.6433	NPC476757
Remote Similarity	0.6414	NPC4974
Remote Similarity	0.641	NPC475578
Remote Similarity	0.6391	NPC474559
Remote Similarity	0.6387	NPC473922
Remote Similarity	0.6345	NPC307020
Remote Similarity	0.6338	NPC43275
Remote Similarity	0.6333	NPC313663
Remote Similarity	0.6331	NPC49315
Remote Similarity	0.6284	NPC469666
Remote Similarity	0.6279	NPC3371
Remote Similarity	0.6277	NPC474149
Remote Similarity	0.627	NPC172128
Remote Similarity	0.6259	NPC65310
Remote Similarity	0.625	NPC153690
Remote Similarity	0.625	NPC316896
Remote Similarity	0.625	NPC273830
Remote Similarity	0.6233	NPC285394
Remote Similarity	0.6222	NPC231705
Remote Similarity	0.6216	NPC199738
Remote Similarity	0.6216	NPC210950
Remote Similarity	0.6214	NPC118202
Remote Similarity	0.6214	NPC471318
Remote Similarity	0.6204	NPC258056
Remote Similarity	0.6181	NPC326232
Remote Similarity	0.6181	NPC321133
Remote Similarity	0.6176	NPC142297
Remote Similarity	0.6174	NPC17374
Remote Similarity	0.6171	NPC86678
Remote Similarity	0.617	NPC317254
Remote Similarity	0.6165	NPC327226
Remote Similarity	0.6165	NPC318154
Remote Similarity	0.6159	NPC217801
Remote Similarity	0.6149	NPC29477
Remote Similarity	0.6138	NPC476281
Remote Similarity	0.6138	NPC476184
Remote Similarity	0.6131	NPC24101
Remote Similarity	0.6131	NPC96224
Remote Similarity	0.6127	NPC82963
Remote Similarity	0.6118	NPC151030
Remote Similarity	0.6118	NPC269383
Remote Similarity	0.6105	NPC227778
Remote Similarity	0.6094	NPC245259
Remote Similarity	0.609	NPC469457
Remote Similarity	0.609	NPC316797
Remote Similarity	0.6087	NPC24777
Remote Similarity	0.6084	NPC38458
Remote Similarity	0.6084	NPC311737
Remote Similarity	0.6084	NPC235460
Remote Similarity	0.6081	NPC474479
Remote Similarity	0.6077	NPC303045
Remote Similarity	0.6077	NPC161972
Remote Similarity	0.6074	NPC224610
Remote Similarity	0.6074	NPC194390
Remote Similarity	0.6074	NPC304761
Remote Similarity	0.6074	NPC275839
Remote Similarity	0.6074	NPC88267
Remote Similarity	0.6074	NPC150254
Remote Similarity	0.6074	NPC113326
Remote Similarity	0.6074	NPC226778
Remote Similarity	0.6074	NPC147000
Remote Similarity	0.6069	NPC17388
Remote Similarity	0.6069	NPC263835
Remote Similarity	0.6069	NPC190663
Remote Similarity	0.6069	NPC476183
Remote Similarity	0.6069	NPC53596
Remote Similarity	0.6069	NPC471308
Remote Similarity	0.6069	NPC160120
Remote Similarity	0.6069	NPC289330
Remote Similarity	0.6067	NPC477839
Remote Similarity	0.6066	NPC473371
Remote Similarity	0.6059	NPC208280
Remote Similarity	0.6054	NPC471315
Remote Similarity	0.6054	NPC471314
Remote Similarity	0.6054	NPC476278
Remote Similarity	0.6053	NPC246079
Remote Similarity	0.604	NPC476249
Remote Similarity	0.6031	NPC25565
Remote Similarity	0.6026	NPC153007
Remote Similarity	0.6014	NPC476260
Remote Similarity	0.6014	NPC476241
Remote Similarity	0.6	NPC178902
Remote Similarity	0.6	NPC166837
Remote Similarity	0.6	NPC3210
Remote Similarity	0.6	NPC238430
Remote Similarity	0.6	NPC471309
Remote Similarity	0.6	NPC283760
Remote Similarity	0.5987	NPC469427
Remote Similarity	0.5987	NPC469426
Remote Similarity	0.5986	NPC291027
Remote Similarity	0.5986	NPC474862
Remote Similarity	0.5986	NPC84281
Remote Similarity	0.5986	NPC213126
Remote Similarity	0.5986	NPC317474
Remote Similarity	0.5986	NPC169485
Remote Similarity	0.5986	NPC160493
Remote Similarity	0.5985	NPC473501
Remote Similarity	0.5985	NPC311242
Remote Similarity	0.5985	NPC475439
Remote Similarity	0.5984	NPC12429
Remote Similarity	0.5975	NPC266741
Remote Similarity	0.5974	NPC313352
Remote Similarity	0.5973	NPC476179
Remote Similarity	0.5973	NPC62101
Remote Similarity	0.5973	NPC95733
Remote Similarity	0.5973	NPC476125
Remote Similarity	0.5971	NPC158854
Remote Similarity	0.597	NPC155847
Remote Similarity	0.597	NPC289381
Remote Similarity	0.5968	NPC146703
Remote Similarity	0.5966	NPC134413
Remote Similarity	0.5966	NPC45112
Remote Similarity	0.5966	NPC263507
Remote Similarity	0.5966	NPC271958
Remote Similarity	0.5963	NPC472100
Remote Similarity	0.5962	NPC77992
Remote Similarity	0.596	NPC268763
Remote Similarity	0.596	NPC8305
Remote Similarity	0.596	NPC66177
Remote Similarity	0.5954	NPC215351
Remote Similarity	0.5954	NPC20142
Remote Similarity	0.5949	NPC189724
Remote Similarity	0.5949	NPC212850
Remote Similarity	0.5949	NPC83289
Remote Similarity	0.5944	NPC37302
Remote Similarity	0.594	NPC303611
Remote Similarity	0.594	NPC108606
Remote Similarity	0.594	NPC226096
Remote Similarity	0.594	NPC164514
Remote Similarity	0.594	NPC290515
Remote Similarity	0.5938	NPC1793
Remote Similarity	0.5938	NPC470877
Remote Similarity	0.5938	NPC81026
Remote Similarity	0.5934	NPC470728
Remote Similarity	0.5933	NPC278097
Remote Similarity	0.5931	NPC5932
Remote Similarity	0.5926	NPC245974
Remote Similarity	0.5909	NPC274732
Remote Similarity	0.5909	NPC471953
Remote Similarity	0.5906	NPC211218
Remote Similarity	0.5906	NPC255253
Remote Similarity	0.5901	NPC247298
Remote Similarity	0.5891	NPC209764
Remote Similarity	0.5891	NPC471307
Remote Similarity	0.5891	NPC74936
Remote Similarity	0.5891	NPC159178
Remote Similarity	0.5891	NPC141139
Remote Similarity	0.5891	NPC78041
Remote Similarity	0.5891	NPC121872
Remote Similarity	0.589	NPC268572
Remote Similarity	0.589	NPC256369
Remote Similarity	0.5887	NPC163674
Remote Similarity	0.5887	NPC14326
Remote Similarity	0.5882	NPC89769
Remote Similarity	0.5882	NPC126859
Remote Similarity	0.5882	NPC259665
Remote Similarity	0.5882	NPC19856
Remote Similarity	0.5878	NPC26285
Remote Similarity	0.5871	NPC184437
Remote Similarity	0.5871	NPC76453
Remote Similarity	0.5871	NPC64897
Remote Similarity	0.5871	NPC90693
Remote Similarity	0.587	NPC45033
Remote Similarity	0.587	NPC471447
Remote Similarity	0.5868	NPC93343
Remote Similarity	0.5862	NPC66573
Remote Similarity	0.5862	NPC283468
Remote Similarity	0.5855	NPC81092
Remote Similarity	0.5855	NPC103605
Remote Similarity	0.5851	NPC469443
Remote Similarity	0.585	NPC80150
Remote Similarity	0.585	NPC67791
Remote Similarity	0.5849	NPC477837
Remote Similarity	0.5849	NPC477838
Remote Similarity	0.5846	NPC226438
Remote Similarity	0.5845	NPC273814
Remote Similarity	0.5844	NPC257390
Remote Similarity	0.5844	NPC476689
Remote Similarity	0.5844	NPC476685
Remote Similarity	0.5844	NPC476687
Remote Similarity	0.5839	NPC472415
Remote Similarity	0.5833	NPC303370

Drug Structure

NPD4698 OpenBabel08211705262D 29 31 0 0 1 0 0 0 0 0999 V2000 0.1589 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 0.8827 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 3.4641 0.0000 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 7.6962 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 -1.7321 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6962 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6962 0.8660 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 5.1962 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.6962 -2.5981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 10.6962 -0.8660 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 1.7321 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 9.1962 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 8 1 0 0 0 0 3 15 1 0 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 21 1 0 0 0 0 6 26 1 0 0 0 0 7 26 1 0 0 0 0 8 28 1 0 0 0 0 9 16 2 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 10 18 2 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 21 1 0 0 0 0 14 25 1 0 0 0 0 15 13 1 1 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 25 2 3 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 24 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008203
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24893979
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.16
ALogP	0.7811
MLogP	3
XLogP	4.691
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	45.06
RO5 Violation	0