NPASS drugs

Drug Information

Drug ID:	NPD5744
Drug Name:
Molecular Formula:	C23H33N3O
Canonical SMILES:	CCC(C(=N[C@@H]1CN(C)[C@H]2C(C1)c1cccc3c1c(C2)c([nH]3)C)O)(CC)C
Standard InCHI:	InChI=1S/C23H33N3O/c1-6-23(4,7-2)22(27)25-15-11-18-16-9-8-10-19-21(16)17(14(3)24-19)12-20(18)26(5)13-15/h8-10,15,18,20,24H,6-7,11-13H2,1-5H3,(H,25,27)/t15-,18?,20+/m0/s1
Standard InCHIKey:	UXRWQKITDPCICD-BEHPGTHXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5744

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	321
0.1-0.2	1884
0.2-0.3	12381
0.3-0.4	11161
0.4-0.5	2317
0.5-0.6	1464
0.6-0.7	890
0.7-0.8	393
0.8-0.85	65
0.85-0.9	13
0.9-0.95	1
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	0.9333	NPC33421
High Similarity	0.8909	NPC19679
High Similarity	0.8734	NPC56765
High Similarity	0.8704	NPC194411
High Similarity	0.8589	NPC280548
High Similarity	0.8581	NPC477134
High Similarity	0.8571	NPC472587
High Similarity	0.8545	NPC37423
High Similarity	0.8545	NPC275305
High Similarity	0.8503	NPC215795
High Similarity	0.8503	NPC176199
High Similarity	0.85	NPC41257
High Similarity	0.85	NPC318065
High Similarity	0.85	NPC206819
Intermediate Similarity	0.8491	NPC184476
Intermediate Similarity	0.8487	NPC88097
Intermediate Similarity	0.8467	NPC198988
Intermediate Similarity	0.8462	NPC21605
Intermediate Similarity	0.8443	NPC68354
Intermediate Similarity	0.8438	NPC286427
Intermediate Similarity	0.8434	NPC189812
Intermediate Similarity	0.8434	NPC329688
Intermediate Similarity	0.8431	NPC2949
Intermediate Similarity	0.8428	NPC38736
Intermediate Similarity	0.8415	NPC317430
Intermediate Similarity	0.8412	NPC472294
Intermediate Similarity	0.8411	NPC325252
Intermediate Similarity	0.8408	NPC37548
Intermediate Similarity	0.8382	NPC95783
Intermediate Similarity	0.8377	NPC63157
Intermediate Similarity	0.8377	NPC473868
Intermediate Similarity	0.8373	NPC472123
Intermediate Similarity	0.8333	NPC470440
Intermediate Similarity	0.8312	NPC59084
Intermediate Similarity	0.8303	NPC201700
Intermediate Similarity	0.8291	NPC187951
Intermediate Similarity	0.8282	NPC16667
Intermediate Similarity	0.8272	NPC474880
Intermediate Similarity	0.8272	NPC475990
Intermediate Similarity	0.8272	NPC221786
Intermediate Similarity	0.8261	NPC285469
Intermediate Similarity	0.8232	NPC21174
Intermediate Similarity	0.8232	NPC90723
Intermediate Similarity	0.8232	NPC271797
Intermediate Similarity	0.8221	NPC44773
Intermediate Similarity	0.8221	NPC229173
Intermediate Similarity	0.8221	NPC215584
Intermediate Similarity	0.8199	NPC470507
Intermediate Similarity	0.8193	NPC154293
Intermediate Similarity	0.8176	NPC124005
Intermediate Similarity	0.816	NPC67056
Intermediate Similarity	0.816	NPC6436
Intermediate Similarity	0.8153	NPC242556
Intermediate Similarity	0.8137	NPC73952
Intermediate Similarity	0.8137	NPC469760
Intermediate Similarity	0.8137	NPC469765
Intermediate Similarity	0.8137	NPC259644
Intermediate Similarity	0.8137	NPC469786
Intermediate Similarity	0.8137	NPC25008
Intermediate Similarity	0.8137	NPC469763
Intermediate Similarity	0.8129	NPC300688
Intermediate Similarity	0.8129	NPC312092
Intermediate Similarity	0.8118	NPC151939
Intermediate Similarity	0.8101	NPC314372
Intermediate Similarity	0.8086	NPC211572
Intermediate Similarity	0.8086	NPC70922
Intermediate Similarity	0.8086	NPC80597
Intermediate Similarity	0.8086	NPC207726
Intermediate Similarity	0.8086	NPC212376
Intermediate Similarity	0.8086	NPC75540
Intermediate Similarity	0.8052	NPC218268
Intermediate Similarity	0.805	NPC129042
Intermediate Similarity	0.8047	NPC97525
Intermediate Similarity	0.8037	NPC51054
Intermediate Similarity	0.8035	NPC139291
Intermediate Similarity	0.8035	NPC472108
Intermediate Similarity	0.8026	NPC475450
Intermediate Similarity	0.8012	NPC24678
Intermediate Similarity	0.8012	NPC105818
Intermediate Similarity	0.7988	NPC6982
Intermediate Similarity	0.7987	NPC204141
Intermediate Similarity	0.7975	NPC190296
Intermediate Similarity	0.7975	NPC20144
Intermediate Similarity	0.7964	NPC470508
Intermediate Similarity	0.7962	NPC115611
Intermediate Similarity	0.7961	NPC475428
Intermediate Similarity	0.7961	NPC22079
Intermediate Similarity	0.7957	NPC87755
Intermediate Similarity	0.7956	NPC265576
Intermediate Similarity	0.7943	NPC476319
Intermediate Similarity	0.7941	NPC34508
Intermediate Similarity	0.7929	NPC474897
Intermediate Similarity	0.7927	NPC469785
Intermediate Similarity	0.7917	NPC160105
Intermediate Similarity	0.7917	NPC49954
Intermediate Similarity	0.7917	NPC474561
Intermediate Similarity	0.7908	NPC179365
Intermediate Similarity	0.7904	NPC162799
Intermediate Similarity	0.7904	NPC271734
Intermediate Similarity	0.7901	NPC229332
Intermediate Similarity	0.7898	NPC104483
Intermediate Similarity	0.7895	NPC473587
Intermediate Similarity	0.7892	NPC473320
Intermediate Similarity	0.7879	NPC299594
Intermediate Similarity	0.7879	NPC469762
Intermediate Similarity	0.7872	NPC475422
Intermediate Similarity	0.787	NPC63751
Intermediate Similarity	0.7866	NPC471458
Intermediate Similarity	0.7861	NPC213468
Intermediate Similarity	0.7857	NPC473930
Intermediate Similarity	0.7849	NPC288785
Intermediate Similarity	0.7848	NPC469783
Intermediate Similarity	0.7848	NPC469780
Intermediate Similarity	0.7848	NPC469768
Intermediate Similarity	0.7848	NPC469767
Intermediate Similarity	0.7848	NPC469784
Intermediate Similarity	0.7848	NPC469779
Intermediate Similarity	0.7848	NPC469761
Intermediate Similarity	0.7836	NPC161861
Intermediate Similarity	0.7829	NPC473762
Intermediate Similarity	0.7816	NPC198339
Intermediate Similarity	0.7815	NPC250361
Intermediate Similarity	0.7814	NPC32200
Intermediate Similarity	0.7811	NPC109447
Intermediate Similarity	0.7809	NPC175474
Intermediate Similarity	0.7805	NPC325903
Intermediate Similarity	0.7802	NPC232130
Intermediate Similarity	0.7799	NPC469766
Intermediate Similarity	0.7798	NPC311276
Intermediate Similarity	0.7797	NPC94752
Intermediate Similarity	0.7785	NPC73767
Intermediate Similarity	0.7784	NPC255229
Intermediate Similarity	0.7784	NPC165201
Intermediate Similarity	0.7784	NPC81229
Intermediate Similarity	0.7778	NPC179787
Intermediate Similarity	0.7778	NPC201380
Intermediate Similarity	0.7765	NPC469470
Intermediate Similarity	0.7765	NPC469501
Intermediate Similarity	0.7765	NPC329858
Intermediate Similarity	0.7764	NPC159856
Intermediate Similarity	0.7759	NPC270009
Intermediate Similarity	0.7744	NPC470233
Intermediate Similarity	0.7738	NPC282231
Intermediate Similarity	0.7736	NPC284635
Intermediate Similarity	0.7733	NPC314603
Intermediate Similarity	0.773	NPC321911
Intermediate Similarity	0.7727	NPC472109
Intermediate Similarity	0.7727	NPC472110
Intermediate Similarity	0.7727	NPC470205
Intermediate Similarity	0.7725	NPC135141
Intermediate Similarity	0.7725	NPC92796
Intermediate Similarity	0.7716	NPC63545
Intermediate Similarity	0.7714	NPC91179
Intermediate Similarity	0.7697	NPC200743
Intermediate Similarity	0.7692	NPC40779
Intermediate Similarity	0.7692	NPC194640
Intermediate Similarity	0.7684	NPC228835
Intermediate Similarity	0.7683	NPC53947
Intermediate Similarity	0.768	NPC47190
Intermediate Similarity	0.7679	NPC279918
Intermediate Similarity	0.7676	NPC195461
Intermediate Similarity	0.7676	NPC79129
Intermediate Similarity	0.7676	NPC249150
Intermediate Similarity	0.7676	NPC81654
Intermediate Similarity	0.7676	NPC313985
Intermediate Similarity	0.7676	NPC49196
Intermediate Similarity	0.7673	NPC110126
Intermediate Similarity	0.767	NPC192270
Intermediate Similarity	0.767	NPC302191
Intermediate Similarity	0.7669	NPC469811
Intermediate Similarity	0.7669	NPC471957
Intermediate Similarity	0.7667	NPC41174
Intermediate Similarity	0.7665	NPC129721
Intermediate Similarity	0.7663	NPC50503
Intermediate Similarity	0.7663	NPC52557
Intermediate Similarity	0.766	NPC475288
Intermediate Similarity	0.7658	NPC84911
Intermediate Similarity	0.7657	NPC219336
Intermediate Similarity	0.7654	NPC119700
Intermediate Similarity	0.7651	NPC476219
Intermediate Similarity	0.765	NPC205403
Intermediate Similarity	0.7644	NPC280852
Intermediate Similarity	0.7633	NPC194881
Intermediate Similarity	0.7622	NPC2272
Intermediate Similarity	0.7619	NPC166492
Intermediate Similarity	0.7619	NPC473362
Intermediate Similarity	0.7611	NPC65215
Intermediate Similarity	0.7611	NPC173028
Intermediate Similarity	0.7605	NPC141353
Intermediate Similarity	0.76	NPC15573
Intermediate Similarity	0.76	NPC59269
Intermediate Similarity	0.76	NPC217372
Intermediate Similarity	0.76	NPC183662
Intermediate Similarity	0.7596	NPC181502
Intermediate Similarity	0.7596	NPC85066
Intermediate Similarity	0.7596	NPC195314
Intermediate Similarity	0.7596	NPC195239
Intermediate Similarity	0.7596	NPC157828
Intermediate Similarity	0.7595	NPC96102
Intermediate Similarity	0.7595	NPC261195

Drug Structure

NPD5744 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 3.2685 1.0261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8741 0.4203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3904 0.9151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4856 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 0.9553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4411 0.5485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3963 -0.4069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3589 -3.1776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5726 -2.7235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1450 -2.7237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -1.8159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5725 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7862 -0.4541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1452 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7861 -1.3620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5727 -1.8159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3590 -0.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7865 -1.3618 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.1452 -1.8156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7864 -0.4539 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3588 -1.3620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4409 -1.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4410 -0.4068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9314 -1.3617 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6134 -1.8398 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 3.2681 -1.8400 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8465 -1.6070 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0956 -1.3624 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 14 1 0 0 0 0 4 23 1 0 0 0 0 5 26 1 0 0 0 0 6 23 1 0 0 0 0 7 23 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 16 1 0 0 0 0 10 19 2 0 0 0 0 11 15 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 25 1 1 0 0 0 16 18 1 0 0 0 0 16 21 2 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 12 1 1 0 0 0 20 26 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000981
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603721
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.26
ALogP	0.7496
MLogP	3.55
XLogP	4.649
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	51.62
RO5 Violation	0