NPASS drugs

Drug Information

Drug ID:	NPD6872
Drug Name:
Molecular Formula:	C27H36N2O2
Canonical SMILES:	CCCCC/C(=CC=CC(=N[C@@H](CCCc1cccnc1)C)O)/c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C27H36N2O2/c1-4-5-6-13-24(25-16-18-26(31-3)19-17-25)14-8-15-27(30)29-22(2)10-7-11-23-12-9-20-28-21-23/h8-9,12,14-22H,4-7,10-11,13H2,1-3H3,(H,29,30)/b15-8+,24-14+/t22-/m1/s1
Standard InCHIKey:	HLCHRSFXEXAMLU-YDQNRGGDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6872

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	253
0.1-0.2	1856
0.2-0.3	9615
0.3-0.4	2818
0.4-0.5	10186
0.5-0.6	4324
0.6-0.7	1552
0.7-0.8	265
0.8-0.85	17
0.85-0.9	4
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	0.8519	NPC124542
High Similarity	0.8519	NPC59779
High Similarity	0.8519	NPC177404
High Similarity	0.8519	NPC471177
Intermediate Similarity	0.8415	NPC471178
Intermediate Similarity	0.8295	NPC195268
Intermediate Similarity	0.8295	NPC133140
Intermediate Similarity	0.8148	NPC26872
Intermediate Similarity	0.8133	NPC473057
Intermediate Similarity	0.8098	NPC329708
Intermediate Similarity	0.8098	NPC118832
Intermediate Similarity	0.8098	NPC47059
Intermediate Similarity	0.8098	NPC165349
Intermediate Similarity	0.8098	NPC274291
Intermediate Similarity	0.8098	NPC264166
Intermediate Similarity	0.805	NPC471323
Intermediate Similarity	0.8045	NPC289786
Intermediate Similarity	0.8011	NPC224928
Intermediate Similarity	0.8	NPC26850
Intermediate Similarity	0.8	NPC14651
Intermediate Similarity	0.8	NPC121658
Intermediate Similarity	0.7989	NPC470474
Intermediate Similarity	0.7956	NPC473053
Intermediate Similarity	0.7944	NPC307963
Intermediate Similarity	0.7941	NPC476518
Intermediate Similarity	0.7931	NPC222592
Intermediate Similarity	0.7931	NPC168486
Intermediate Similarity	0.7923	NPC476582
Intermediate Similarity	0.7923	NPC476578
Intermediate Similarity	0.7923	NPC4071
Intermediate Similarity	0.7907	NPC312872
Intermediate Similarity	0.7886	NPC266551
Intermediate Similarity	0.7886	NPC219963
Intermediate Similarity	0.7886	NPC161887
Intermediate Similarity	0.788	NPC477019
Intermediate Similarity	0.7849	NPC475774
Intermediate Similarity	0.7826	NPC287437
Intermediate Similarity	0.7824	NPC108469
Intermediate Similarity	0.7816	NPC283152
Intermediate Similarity	0.7814	NPC267928
Intermediate Similarity	0.7807	NPC476581
Intermediate Similarity	0.7807	NPC16452
Intermediate Similarity	0.7807	NPC36229
Intermediate Similarity	0.7807	NPC285558
Intermediate Similarity	0.7801	NPC202605
Intermediate Similarity	0.7801	NPC112206
Intermediate Similarity	0.7789	NPC290689
Intermediate Similarity	0.7778	NPC76748
Intermediate Similarity	0.7746	NPC111624
Intermediate Similarity	0.7742	NPC232727
Intermediate Similarity	0.7735	NPC92111
Intermediate Similarity	0.7722	NPC296527
Intermediate Similarity	0.7706	NPC97367
Intermediate Similarity	0.7697	NPC62069
Intermediate Similarity	0.7688	NPC234197
Intermediate Similarity	0.7688	NPC315957
Intermediate Similarity	0.7672	NPC323345
Intermediate Similarity	0.7672	NPC470164
Intermediate Similarity	0.7668	NPC266931
Intermediate Similarity	0.7663	NPC251090
Intermediate Similarity	0.7662	NPC471311
Intermediate Similarity	0.7662	NPC471313
Intermediate Similarity	0.7647	NPC31930
Intermediate Similarity	0.7644	NPC469589
Intermediate Similarity	0.7632	NPC313189
Intermediate Similarity	0.7632	NPC193238
Intermediate Similarity	0.763	NPC314940
Intermediate Similarity	0.763	NPC473764
Intermediate Similarity	0.7602	NPC118511
Intermediate Similarity	0.7594	NPC176538
Intermediate Similarity	0.7594	NPC19872
Intermediate Similarity	0.7588	NPC25899
Intermediate Similarity	0.7581	NPC127085
Intermediate Similarity	0.758	NPC256893
Intermediate Similarity	0.7563	NPC193267
Intermediate Similarity	0.7563	NPC213530
Intermediate Similarity	0.7557	NPC288943
Intermediate Similarity	0.7556	NPC20249
Intermediate Similarity	0.7552	NPC174758
Intermediate Similarity	0.7526	NPC202768
Intermediate Similarity	0.7526	NPC296482
Intermediate Similarity	0.7526	NPC251160
Intermediate Similarity	0.7526	NPC53069
Intermediate Similarity	0.7526	NPC210256
Intermediate Similarity	0.7514	NPC204385
Intermediate Similarity	0.7513	NPC123976
Intermediate Similarity	0.7513	NPC470020
Intermediate Similarity	0.7513	NPC11464
Intermediate Similarity	0.7513	NPC167860
Intermediate Similarity	0.7513	NPC473822
Intermediate Similarity	0.75	NPC280964
Intermediate Similarity	0.75	NPC324149
Intermediate Similarity	0.75	NPC114335
Intermediate Similarity	0.75	NPC141915
Intermediate Similarity	0.75	NPC99666
Intermediate Similarity	0.7487	NPC236668
Intermediate Similarity	0.7486	NPC3715
Intermediate Similarity	0.7486	NPC206201
Intermediate Similarity	0.7474	NPC245816
Intermediate Similarity	0.7474	NPC476138
Intermediate Similarity	0.7473	NPC206251
Intermediate Similarity	0.7473	NPC13880
Intermediate Similarity	0.7473	NPC74382
Intermediate Similarity	0.7459	NPC226202
Intermediate Similarity	0.7458	NPC203754
Intermediate Similarity	0.7458	NPC150048
Intermediate Similarity	0.7451	NPC201508
Intermediate Similarity	0.745	NPC122463
Intermediate Similarity	0.7449	NPC146976
Intermediate Similarity	0.7448	NPC135549
Intermediate Similarity	0.7442	NPC48192
Intermediate Similarity	0.7437	NPC174049
Intermediate Similarity	0.7436	NPC212125
Intermediate Similarity	0.7436	NPC316981
Intermediate Similarity	0.7424	NPC173080
Intermediate Similarity	0.7414	NPC98187
Intermediate Similarity	0.7409	NPC82548
Intermediate Similarity	0.7409	NPC287208
Intermediate Similarity	0.7409	NPC475910
Intermediate Similarity	0.7407	NPC329747
Intermediate Similarity	0.7403	NPC84478
Intermediate Similarity	0.7396	NPC472111
Intermediate Similarity	0.7386	NPC252590
Intermediate Similarity	0.7385	NPC208284
Intermediate Similarity	0.7379	NPC96584
Intermediate Similarity	0.7379	NPC255800
Intermediate Similarity	0.7377	NPC46580
Intermediate Similarity	0.7377	NPC66083
Intermediate Similarity	0.7371	NPC174672
Intermediate Similarity	0.7366	NPC329541
Intermediate Similarity	0.7363	NPC42591
Intermediate Similarity	0.7363	NPC314002
Intermediate Similarity	0.7358	NPC324611
Intermediate Similarity	0.7347	NPC171409
Intermediate Similarity	0.7347	NPC96405
Intermediate Similarity	0.7333	NPC271792
Intermediate Similarity	0.7326	NPC84508
Intermediate Similarity	0.7323	NPC274982
Intermediate Similarity	0.7323	NPC170114
Intermediate Similarity	0.7322	NPC171171
Intermediate Similarity	0.7313	NPC310118
Intermediate Similarity	0.7313	NPC60621
Intermediate Similarity	0.731	NPC471080
Intermediate Similarity	0.731	NPC469592
Intermediate Similarity	0.731	NPC162530
Intermediate Similarity	0.7308	NPC151489
Intermediate Similarity	0.7308	NPC295228
Intermediate Similarity	0.7308	NPC204717
Intermediate Similarity	0.7305	NPC161292
Intermediate Similarity	0.7299	NPC263439
Intermediate Similarity	0.7292	NPC223427
Intermediate Similarity	0.729	NPC290094
Intermediate Similarity	0.7273	NPC470549
Intermediate Similarity	0.7273	NPC44161
Intermediate Similarity	0.7273	NPC60553
Intermediate Similarity	0.7268	NPC295158
Intermediate Similarity	0.7259	NPC26679
Intermediate Similarity	0.7258	NPC469390
Intermediate Similarity	0.7254	NPC470500
Intermediate Similarity	0.7253	NPC176127
Intermediate Similarity	0.7253	NPC220765
Intermediate Similarity	0.725	NPC204446
Intermediate Similarity	0.725	NPC314270
Intermediate Similarity	0.7249	NPC243834
Intermediate Similarity	0.7249	NPC70956
Intermediate Similarity	0.7245	NPC188420
Intermediate Similarity	0.7243	NPC224327
Intermediate Similarity	0.7243	NPC44354
Intermediate Similarity	0.7239	NPC471312
Intermediate Similarity	0.7236	NPC470799
Intermediate Similarity	0.7236	NPC8022
Intermediate Similarity	0.7231	NPC476465
Intermediate Similarity	0.7228	NPC61350
Intermediate Similarity	0.7225	NPC121772
Intermediate Similarity	0.7225	NPC329793
Intermediate Similarity	0.7222	NPC271215
Intermediate Similarity	0.7222	NPC96890
Intermediate Similarity	0.7222	NPC149471
Intermediate Similarity	0.7219	NPC56170
Intermediate Similarity	0.7215	NPC165370
Intermediate Similarity	0.7215	NPC306397
Intermediate Similarity	0.7213	NPC320394
Intermediate Similarity	0.7208	NPC242923
Intermediate Similarity	0.7204	NPC134079
Intermediate Similarity	0.7202	NPC220523
Intermediate Similarity	0.72	NPC311276
Intermediate Similarity	0.72	NPC473513
Intermediate Similarity	0.7194	NPC185782
Intermediate Similarity	0.7182	NPC472168
Intermediate Similarity	0.7178	NPC29702
Intermediate Similarity	0.7178	NPC54066
Intermediate Similarity	0.7173	NPC18487
Intermediate Similarity	0.7172	NPC264176
Intermediate Similarity	0.717	NPC89490
Intermediate Similarity	0.7167	NPC134586
Intermediate Similarity	0.7165	NPC475070
Intermediate Similarity	0.7164	NPC469594
Intermediate Similarity	0.7152	NPC280853
Intermediate Similarity	0.7152	NPC202957
Intermediate Similarity	0.7152	NPC169625

Drug Structure

NPD6872 OpenBabel08211710072D 32 33 0 0 1 0 0 0 0 0999 V2000 -11.2583 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 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 -6.9282 -3.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -5.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 2 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 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 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 -4.3301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 31 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 13 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 8 15 2 0 0 0 0 9 12 2 0 0 0 0 9 20 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 24 2 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 25 2 0 0 0 0 17 19 2 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 19 26 1 0 0 0 0 20 28 2 0 0 0 0 21 23 2 0 0 0 0 21 28 1 0 0 0 0 22 2 1 1 0 0 0 22 29 1 0 0 0 0 24 25 1 0 0 0 0 26 31 1 0 0 0 0 27 29 2 3 0 0 0 27 30 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011869
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6439060
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.28
ALogP	-0.8752
MLogP	3.99
XLogP	8.019
HDA	3
HBD	1
Rotatable Bonds	17
TPSA	54.71
RO5 Violation	2