NPASS drugs

Drug Information

Drug ID:	NPD6375
Drug Name:
Molecular Formula:	C25H35N3O
Canonical SMILES:	CN1C[C@@H](C[C@H]2[C@H]1Cc1cn(c3c1c2ccc3)C(C)C)C(=NC1CCCCC1)O
Standard InCHI:	InChI=1S/C25H35N3O/c1-16(2)28-15-17-13-23-21(20-10-7-11-22(28)24(17)20)12-18(14-27(23)3)25(29)26-19-8-5-4-6-9-19/h7,10-11,15-16,18-19,21,23H,4-6,8-9,12-14H2,1-3H3,(H,26,29)/t18-,21-,23-/m1/s1
Standard InCHIKey:	KEMOOQHMCGCZKH-JMUQELJHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6375

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	341
0.1-0.2	1770
0.2-0.3	10122
0.3-0.4	13287
0.4-0.5	2361
0.5-0.6	1346
0.6-0.7	1200
0.7-0.8	416
0.8-0.85	45
0.85-0.9	2
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	0.8895	NPC95783
High Similarity	0.8642	NPC129721
Intermediate Similarity	0.8466	NPC51054
Intermediate Similarity	0.8452	NPC194411
Intermediate Similarity	0.8439	NPC19679
Intermediate Similarity	0.8364	NPC56765
Intermediate Similarity	0.8304	NPC37423
Intermediate Similarity	0.8304	NPC275305
Intermediate Similarity	0.8266	NPC215795
Intermediate Similarity	0.8266	NPC176199
Intermediate Similarity	0.8225	NPC49954
Intermediate Similarity	0.8225	NPC98187
Intermediate Similarity	0.8225	NPC160105
Intermediate Similarity	0.8225	NPC474561
Intermediate Similarity	0.8208	NPC326575
Intermediate Similarity	0.8208	NPC68354
Intermediate Similarity	0.8176	NPC201700
Intermediate Similarity	0.8176	NPC63751
Intermediate Similarity	0.815	NPC472122
Intermediate Similarity	0.815	NPC24594
Intermediate Similarity	0.8144	NPC318065
Intermediate Similarity	0.8144	NPC206819
Intermediate Similarity	0.814	NPC314603
Intermediate Similarity	0.8121	NPC469763
Intermediate Similarity	0.8121	NPC469760
Intermediate Similarity	0.8121	NPC25008
Intermediate Similarity	0.8121	NPC259644
Intermediate Similarity	0.8121	NPC469765
Intermediate Similarity	0.8121	NPC469786
Intermediate Similarity	0.8121	NPC73952
Intermediate Similarity	0.8114	NPC300688
Intermediate Similarity	0.8107	NPC194640
Intermediate Similarity	0.8092	NPC189812
Intermediate Similarity	0.8092	NPC329688
Intermediate Similarity	0.8087	NPC229332
Intermediate Similarity	0.8072	NPC212376
Intermediate Similarity	0.8072	NPC70922
Intermediate Similarity	0.8072	NPC75540
Intermediate Similarity	0.8072	NPC80597
Intermediate Similarity	0.8072	NPC211572
Intermediate Similarity	0.8047	NPC282231
Intermediate Similarity	0.8036	NPC41257
Intermediate Similarity	0.8035	NPC472123
Intermediate Similarity	0.8023	NPC280548
Intermediate Similarity	0.8011	NPC187827
Intermediate Similarity	0.8011	NPC472105
Intermediate Similarity	0.8	NPC151939
Intermediate Similarity	0.7989	NPC469938
Intermediate Similarity	0.7988	NPC81229
Intermediate Similarity	0.7988	NPC279918
Intermediate Similarity	0.7988	NPC255229
Intermediate Similarity	0.7987	NPC251722
Intermediate Similarity	0.7987	NPC314102
Intermediate Similarity	0.7955	NPC248462
Intermediate Similarity	0.7955	NPC133261
Intermediate Similarity	0.7937	NPC169433
Intermediate Similarity	0.7921	NPC472109
Intermediate Similarity	0.7921	NPC472110
Intermediate Similarity	0.7917	NPC469785
Intermediate Similarity	0.791	NPC15840
Intermediate Similarity	0.7898	NPC59269
Intermediate Similarity	0.7895	NPC90723
Intermediate Similarity	0.7892	NPC33421
Intermediate Similarity	0.7889	NPC474707
Intermediate Similarity	0.7882	NPC44773
Intermediate Similarity	0.7882	NPC215584
Intermediate Similarity	0.787	NPC469762
Intermediate Similarity	0.787	NPC286427
Intermediate Similarity	0.7841	NPC203754
Intermediate Similarity	0.7841	NPC150048
Intermediate Similarity	0.7833	NPC62510
Intermediate Similarity	0.7824	NPC6436
Intermediate Similarity	0.7814	NPC473763
Intermediate Similarity	0.7814	NPC117244
Intermediate Similarity	0.7803	NPC54988
Intermediate Similarity	0.7802	NPC173028
Intermediate Similarity	0.7802	NPC65215
Intermediate Similarity	0.7791	NPC311276
Intermediate Similarity	0.7784	NPC40070
Intermediate Similarity	0.7765	NPC233936
Intermediate Similarity	0.7764	NPC150259
Intermediate Similarity	0.7759	NPC317430
Intermediate Similarity	0.7758	NPC314372
Intermediate Similarity	0.7753	NPC213468
Intermediate Similarity	0.7747	NPC204565
Intermediate Similarity	0.7733	NPC16667
Intermediate Similarity	0.7727	NPC471294
Intermediate Similarity	0.7722	NPC139291
Intermediate Similarity	0.7722	NPC472108
Intermediate Similarity	0.7719	NPC230869
Intermediate Similarity	0.7719	NPC67056
Intermediate Similarity	0.7706	NPC285469
Intermediate Similarity	0.7697	NPC248454
Intermediate Similarity	0.7697	NPC64436
Intermediate Similarity	0.7679	NPC24678
Intermediate Similarity	0.7679	NPC105818
Intermediate Similarity	0.767	NPC158129
Intermediate Similarity	0.7668	NPC87755
Intermediate Similarity	0.7665	NPC470111
Intermediate Similarity	0.766	NPC265576
Intermediate Similarity	0.7653	NPC475602
Intermediate Similarity	0.765	NPC472323
Intermediate Similarity	0.765	NPC317030
Intermediate Similarity	0.7647	NPC207726
Intermediate Similarity	0.7644	NPC477975
Intermediate Similarity	0.764	NPC121903
Intermediate Similarity	0.7637	NPC15102
Intermediate Similarity	0.7636	NPC20144
Intermediate Similarity	0.7636	NPC190296
Intermediate Similarity	0.7634	NPC474177
Intermediate Similarity	0.7627	NPC313791
Intermediate Similarity	0.7627	NPC477976
Intermediate Similarity	0.7624	NPC472104
Intermediate Similarity	0.7617	NPC166492
Intermediate Similarity	0.7617	NPC473362
Intermediate Similarity	0.7609	NPC213629
Intermediate Similarity	0.7596	NPC94752
Intermediate Similarity	0.7594	NPC133366
Intermediate Similarity	0.759	NPC475422
Intermediate Similarity	0.7586	NPC478182
Intermediate Similarity	0.7586	NPC40779
Intermediate Similarity	0.7582	NPC258480
Intermediate Similarity	0.7582	NPC472294
Intermediate Similarity	0.7572	NPC131718
Intermediate Similarity	0.7569	NPC113626
Intermediate Similarity	0.7561	NPC104483
Intermediate Similarity	0.7543	NPC470508
Intermediate Similarity	0.7542	NPC134586
Intermediate Similarity	0.7542	NPC267885
Intermediate Similarity	0.7541	NPC472107
Intermediate Similarity	0.7541	NPC79062
Intermediate Similarity	0.7532	NPC471311
Intermediate Similarity	0.7532	NPC471313
Intermediate Similarity	0.7527	NPC163055
Intermediate Similarity	0.7515	NPC469783
Intermediate Similarity	0.7515	NPC469780
Intermediate Similarity	0.7515	NPC469767
Intermediate Similarity	0.7515	NPC469761
Intermediate Similarity	0.7515	NPC469784
Intermediate Similarity	0.7515	NPC469768
Intermediate Similarity	0.7515	NPC469779
Intermediate Similarity	0.75	NPC478077
Intermediate Similarity	0.75	NPC211997
Intermediate Similarity	0.75	NPC66210
Intermediate Similarity	0.7487	NPC251936
Intermediate Similarity	0.7486	NPC472119
Intermediate Similarity	0.7486	NPC110500
Intermediate Similarity	0.7486	NPC149155
Intermediate Similarity	0.7486	NPC165495
Intermediate Similarity	0.7486	NPC203468
Intermediate Similarity	0.7473	NPC469501
Intermediate Similarity	0.7473	NPC469470
Intermediate Similarity	0.7472	NPC126492
Intermediate Similarity	0.7472	NPC201634
Intermediate Similarity	0.747	NPC469766
Intermediate Similarity	0.746	NPC11445
Intermediate Similarity	0.7459	NPC126709
Intermediate Similarity	0.7459	NPC248041
Intermediate Similarity	0.7458	NPC154293
Intermediate Similarity	0.7458	NPC78020
Intermediate Similarity	0.7456	NPC477974
Intermediate Similarity	0.7455	NPC73767
Intermediate Similarity	0.7453	NPC324611
Intermediate Similarity	0.744	NPC159856
Intermediate Similarity	0.7432	NPC143533
Intermediate Similarity	0.7427	NPC470233
Intermediate Similarity	0.7423	NPC475070
Intermediate Similarity	0.7419	NPC321708
Intermediate Similarity	0.7415	NPC214980
Intermediate Similarity	0.7414	NPC92796
Intermediate Similarity	0.7414	NPC135141
Intermediate Similarity	0.7414	NPC293487
Intermediate Similarity	0.7409	NPC193761
Intermediate Similarity	0.7407	NPC195239
Intermediate Similarity	0.7407	NPC157828
Intermediate Similarity	0.7405	NPC235684
Intermediate Similarity	0.7403	NPC234987
Intermediate Similarity	0.7403	NPC145885
Intermediate Similarity	0.7403	NPC84827
Intermediate Similarity	0.7403	NPC14113
Intermediate Similarity	0.7398	NPC314957
Intermediate Similarity	0.7394	NPC243162
Intermediate Similarity	0.7391	NPC282398
Intermediate Similarity	0.7389	NPC46358
Intermediate Similarity	0.7386	NPC472587
Intermediate Similarity	0.7386	NPC476446
Intermediate Similarity	0.7386	NPC102423
Intermediate Similarity	0.7386	NPC78375
Intermediate Similarity	0.7386	NPC469813
Intermediate Similarity	0.7385	NPC475288
Intermediate Similarity	0.7384	NPC200743
Intermediate Similarity	0.7382	NPC473640
Intermediate Similarity	0.7374	NPC208284
Intermediate Similarity	0.7368	NPC53947
Intermediate Similarity	0.7363	NPC283219
Intermediate Similarity	0.7353	NPC471957
Intermediate Similarity	0.7353	NPC477134
Intermediate Similarity	0.7353	NPC155444
Intermediate Similarity	0.7353	NPC21605
Intermediate Similarity	0.7351	NPC163421

Drug Structure

NPD6375 OpenBabel08211709092D 30 34 0 0 1 0 0 0 0 0999 V2000 5.4149 -2.3196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1678 -0.7561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9569 -2.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9567 -1.8507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1241 -3.2936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3736 -3.1999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1236 -1.3701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2911 -2.8129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -2.7425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1652 -2.7432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 -1.8281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5831 -0.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7917 -0.4568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1664 -0.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8400 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3747 -0.4578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7919 -1.3709 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2908 -1.8512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5826 -1.8287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 -1.3713 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1657 -1.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7915 -0.4572 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3742 -1.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6250 -1.8516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4578 -1.3705 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 3.9573 -1.3723 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6252 -2.8134 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4583 -3.2940 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 27 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 19 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 22 2 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 15 17 2 0 0 0 0 15 28 1 0 0 0 0 16 28 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 1 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 24 2 0 0 0 0 21 12 1 1 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 22 28 1 0 0 0 0 23 13 1 6 0 0 0 23 27 1 0 0 0 0 25 26 2 3 0 0 0 25 29 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005544
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9821951
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.28
ALogP	-1.868
MLogP	3.77
XLogP	4.88
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	40.76
RO5 Violation	0