NPASS drugs

Drug Information

Drug ID:	NPD5924
Drug Name:	RP-66364
Molecular Formula:	C24H27N5O3
Canonical SMILES:	COc1ccc(cc1)c1oc(nc1c1ccc(cc1)OC)CCCCCCc1n[nH]nn1
Standard InCHI:	InChI=1S/C24H27N5O3/c1-30-19-13-9-17(10-14-19)23-24(18-11-15-20(31-2)16-12-18)32-22(25-23)8-6-4-3-5-7-21-26-28-29-27-21/h9-16H,3-8H2,1-2H3,(H,26,27,28,29)
Standard InCHIKey:	ROBVVNMLFGDLIT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5924

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	435
0.1-0.2	2630
0.2-0.3	9700
0.3-0.4	3059
0.4-0.5	11626
0.5-0.6	2890
0.6-0.7	522
0.7-0.8	28
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	0.7436	NPC196718
Intermediate Similarity	0.7419	NPC230683
Intermediate Similarity	0.7411	NPC146418
Intermediate Similarity	0.7362	NPC102593
Intermediate Similarity	0.7339	NPC185197
Intermediate Similarity	0.7314	NPC72715
Intermediate Similarity	0.7261	NPC298436
Intermediate Similarity	0.7225	NPC38237
Intermediate Similarity	0.7217	NPC131885
Intermediate Similarity	0.7191	NPC140296
Intermediate Similarity	0.7186	NPC288987
Intermediate Similarity	0.7161	NPC194740
Intermediate Similarity	0.7155	NPC34770
Intermediate Similarity	0.7154	NPC165964
Intermediate Similarity	0.7119	NPC166712
Intermediate Similarity	0.7113	NPC329631
Intermediate Similarity	0.7106	NPC97746
Intermediate Similarity	0.709	NPC208364
Intermediate Similarity	0.7085	NPC203373
Intermediate Similarity	0.7082	NPC323969
Intermediate Similarity	0.7061	NPC269367
Intermediate Similarity	0.7033	NPC58209
Intermediate Similarity	0.7029	NPC474688
Intermediate Similarity	0.7021	NPC144452
Intermediate Similarity	0.7012	NPC39370
Intermediate Similarity	0.7009	NPC225279
Intermediate Similarity	0.7008	NPC148889
Intermediate Similarity	0.7	NPC473186
Remote Similarity	0.6992	NPC205372
Remote Similarity	0.6992	NPC314633
Remote Similarity	0.6984	NPC258048
Remote Similarity	0.6976	NPC173250
Remote Similarity	0.697	NPC39500
Remote Similarity	0.6966	NPC208084
Remote Similarity	0.6957	NPC187501
Remote Similarity	0.6951	NPC160100
Remote Similarity	0.6946	NPC66777
Remote Similarity	0.6944	NPC120513
Remote Similarity	0.6944	NPC53534
Remote Similarity	0.694	NPC16066
Remote Similarity	0.6926	NPC101350
Remote Similarity	0.6926	NPC474428
Remote Similarity	0.6891	NPC471615
Remote Similarity	0.6888	NPC217176
Remote Similarity	0.6885	NPC477587
Remote Similarity	0.6885	NPC235685
Remote Similarity	0.6885	NPC477589
Remote Similarity	0.6878	NPC216612
Remote Similarity	0.6875	NPC209981
Remote Similarity	0.6875	NPC471762
Remote Similarity	0.6875	NPC274640
Remote Similarity	0.6872	NPC208898
Remote Similarity	0.6856	NPC249583
Remote Similarity	0.6856	NPC321428
Remote Similarity	0.6856	NPC4687
Remote Similarity	0.6851	NPC303658
Remote Similarity	0.6851	NPC184408
Remote Similarity	0.6848	NPC152620
Remote Similarity	0.6844	NPC220408
Remote Similarity	0.6835	NPC198503
Remote Similarity	0.6829	NPC477588
Remote Similarity	0.6829	NPC477586
Remote Similarity	0.6829	NPC477585
Remote Similarity	0.6829	NPC477590
Remote Similarity	0.6829	NPC168922
Remote Similarity	0.6824	NPC236668
Remote Similarity	0.6824	NPC324361
Remote Similarity	0.6822	NPC286195
Remote Similarity	0.6809	NPC305984
Remote Similarity	0.6805	NPC315822
Remote Similarity	0.6802	NPC475844
Remote Similarity	0.68	NPC161801
Remote Similarity	0.68	NPC1608
Remote Similarity	0.6795	NPC146976
Remote Similarity	0.6786	NPC67401
Remote Similarity	0.6771	NPC475190
Remote Similarity	0.6767	NPC199667
Remote Similarity	0.6763	NPC157931
Remote Similarity	0.6754	NPC295898
Remote Similarity	0.675	NPC179287
Remote Similarity	0.6749	NPC260434
Remote Similarity	0.6748	NPC240384
Remote Similarity	0.6747	NPC188400
Remote Similarity	0.6746	NPC51854
Remote Similarity	0.6746	NPC26543
Remote Similarity	0.6745	NPC318068
Remote Similarity	0.6739	NPC45190
Remote Similarity	0.6739	NPC300156
Remote Similarity	0.6738	NPC87413
Remote Similarity	0.6725	NPC475774
Remote Similarity	0.6724	NPC473181
Remote Similarity	0.672	NPC78609
Remote Similarity	0.6709	NPC310211
Remote Similarity	0.6709	NPC308137
Remote Similarity	0.6708	NPC122436
Remote Similarity	0.6706	NPC9729
Remote Similarity	0.6696	NPC230403
Remote Similarity	0.6696	NPC470930
Remote Similarity	0.6695	NPC280799
Remote Similarity	0.6694	NPC141053
Remote Similarity	0.6694	NPC257851
Remote Similarity	0.6693	NPC129897
Remote Similarity	0.668	NPC15801
Remote Similarity	0.6679	NPC314222
Remote Similarity	0.6679	NPC196449
Remote Similarity	0.6667	NPC472286
Remote Similarity	0.6667	NPC472287
Remote Similarity	0.6667	NPC223189
Remote Similarity	0.6667	NPC470042
Remote Similarity	0.6667	NPC169402
Remote Similarity	0.6654	NPC101312
Remote Similarity	0.6654	NPC473188
Remote Similarity	0.6653	NPC116238
Remote Similarity	0.6653	NPC150239
Remote Similarity	0.664	NPC473187
Remote Similarity	0.6639	NPC51388
Remote Similarity	0.6639	NPC24019
Remote Similarity	0.6638	NPC94157
Remote Similarity	0.6626	NPC180504
Remote Similarity	0.6624	NPC36405
Remote Similarity	0.6624	NPC470020
Remote Similarity	0.6623	NPC132539
Remote Similarity	0.6623	NPC18487
Remote Similarity	0.6621	NPC474798
Remote Similarity	0.6612	NPC474701
Remote Similarity	0.6612	NPC473449
Remote Similarity	0.6611	NPC473179
Remote Similarity	0.6599	NPC253675
Remote Similarity	0.6585	NPC49547
Remote Similarity	0.6584	NPC470018
Remote Similarity	0.6583	NPC469439
Remote Similarity	0.6582	NPC50562
Remote Similarity	0.6582	NPC118228
Remote Similarity	0.6577	NPC282346
Remote Similarity	0.6576	NPC303374
Remote Similarity	0.6575	NPC91868
Remote Similarity	0.6575	NPC63971
Remote Similarity	0.6573	NPC108342
Remote Similarity	0.6569	NPC46561
Remote Similarity	0.6569	NPC247803
Remote Similarity	0.6568	NPC264176
Remote Similarity	0.6568	NPC473180
Remote Similarity	0.6557	NPC478078
Remote Similarity	0.6557	NPC74575
Remote Similarity	0.6555	NPC67658
Remote Similarity	0.6555	NPC322064
Remote Similarity	0.655	NPC472589
Remote Similarity	0.6546	NPC182907
Remote Similarity	0.6546	NPC189903
Remote Similarity	0.6546	NPC184680
Remote Similarity	0.6545	NPC475253
Remote Similarity	0.6543	NPC21638
Remote Similarity	0.654	NPC232225
Remote Similarity	0.6538	NPC39679
Remote Similarity	0.6538	NPC287208
Remote Similarity	0.6537	NPC244543
Remote Similarity	0.6534	NPC49672
Remote Similarity	0.6534	NPC119134
Remote Similarity	0.6532	NPC182222
Remote Similarity	0.6529	NPC210434
Remote Similarity	0.6523	NPC137353
Remote Similarity	0.652	NPC470785
Remote Similarity	0.6518	NPC242928
Remote Similarity	0.6515	NPC54066
Remote Similarity	0.6515	NPC174760
Remote Similarity	0.6507	NPC72211
Remote Similarity	0.6506	NPC172355
Remote Similarity	0.6502	NPC322482
Remote Similarity	0.6494	NPC470586
Remote Similarity	0.6483	NPC219664
Remote Similarity	0.6478	NPC280714
Remote Similarity	0.6473	NPC48317
Remote Similarity	0.6473	NPC472588
Remote Similarity	0.6473	NPC168209
Remote Similarity	0.6466	NPC90875
Remote Similarity	0.6458	NPC293151
Remote Similarity	0.6458	NPC312645
Remote Similarity	0.6457	NPC241025
Remote Similarity	0.6454	NPC470784
Remote Similarity	0.6454	NPC131486
Remote Similarity	0.6454	NPC166722
Remote Similarity	0.6452	NPC469554
Remote Similarity	0.6452	NPC233334
Remote Similarity	0.6446	NPC132642
Remote Similarity	0.6444	NPC477979
Remote Similarity	0.6443	NPC124300
Remote Similarity	0.6441	NPC174758
Remote Similarity	0.6441	NPC209769
Remote Similarity	0.6437	NPC278525
Remote Similarity	0.6435	NPC472284
Remote Similarity	0.6434	NPC94842
Remote Similarity	0.6432	NPC469961
Remote Similarity	0.6432	NPC49195
Remote Similarity	0.6429	NPC203168
Remote Similarity	0.6429	NPC26679
Remote Similarity	0.6426	NPC193238
Remote Similarity	0.6426	NPC22481
Remote Similarity	0.6423	NPC473185
Remote Similarity	0.6422	NPC73280
Remote Similarity	0.6419	NPC70259

Drug Structure

NPD5924 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 9.7218 3.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0518 -3.1217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0064 3.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4132 2.3137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 3.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4077 2.2091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8144 1.2956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2577 3.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1237 1.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9813 0.1728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8223 -1.1143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1237 3.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9897 2.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7245 -0.4963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5655 -1.7835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2577 2.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0302 -0.1362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9897 3.0275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5165 -1.4744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8090 1.1911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3916 1.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2871 0.5329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4781 1.9342 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 8.8557 3.5275 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2597 -2.1436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3090 0.3250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 31 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 15 1 0 0 0 0 11 18 2 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 20 2 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 25 2 0 0 0 0 22 32 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 24 32 1 0 0 0 0 26 28 1 0 0 0 0 27 29 2 0 0 0 0 28 29 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005492
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.21
ALogP	-2.4061
MLogP	3.22
XLogP	6.629
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	98.95
RO5 Violation	2